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With Grignard Reagents

Alkyl phenylethynyl telluriums react with alkyl magnesium bromides with exchange of the ethynyl group for an alkyl group d. [Pg.474]

With Sodium Borohydride, Lithium Aluminum Hydride, Tributyltin Hydride, or Other Group IV-Element Hydrides [Pg.474]

Sodium borohydride cleaved the Te—ethynyl bond in alkyl and aryl phenylethynyl telluriums with formation of phenylacetylene and sodium alkano tellurolates  [Pg.474]

R= Cm9,C3H7,CHICH3)2,C,2H25. ICH2)2-C6Hs, - OCh3 [Pg.474]

Lithium aluminum hydride can replace sodium borohydride in these reactions as demonstrated with ethyl phenylethynyl tellurium.  [Pg.475]

2-Cyanopyrazine treated with a Grignard solution of methylmagnesium bromide in ether followed by treatment with dilute hydrochloric acid formed 2-acetyl-pyrazine (138). In a similar manner, 2-acetyl-5(and 6)-methylpyrazine (1327), 5-acetyl-2,3-diphenylpyrazine (866), and 2-acetyl-3,5,6-trimethylpyrazine (866) were prepared. 2-Cyanopyrazine with phenylma esium bromide has been reported to give 2-(C-imino-C-phenylmethyl)pyrazine (1220). [Pg.293]

Aldehydes and ketones react with Grignard reagents to form alcohols. [Pg.300]

Grignard reagents are otganometallic compounds. These reagents can be prepared from organic halides  [Pg.300]

Ketones give tertiary alcohols. Sample reaction 22-10 [Pg.301]


Esters (a) and acid chlorides (6) readily react with Grignard reagents to give ketones, which immediately react with a second equivalent of the reagent as in (5) to give tertiary alcohols as before. [Pg.283]

Nickel (II) Catalyzed Cross-Coupling with Grignard Reagents (Kumada Reaction) Pure AppJ. Chem. 1980, 52, 669 Bull Chern. Soc.Jpn. 1976, 49, 1958... [Pg.113]

Phenyl-2-thiazolylazo)benzene 277 reacts with Grignard reagents to yield the corresponding 2-hydrazinothiazole (521). [Pg.108]

The type of alcohol produced depends on the carbonyl compound Substituents present on the carbonyl group of an aldehyde or ketone stay there—they become sub stituents on the carbon that bears the hydroxyl group m the product Thus as shown m Table 14 3 (following page) formaldehyde reacts with Grignard reagents to yield pri mary alcohols aldehydes yield secondary alcohols and ketones yield tertiary alcohols... [Pg.595]

The major limitation to this procedure is that the alkyl or aryl halide must not bear substituents that are incompatible with Grignard reagents such as OH NH SH or... [Pg.808]

Section 20 20 Nitriles are useful starting materials for the preparation of ketones by reaction with Grignard reagents... [Pg.877]

These aryl—aryl couplings are appHcations of the Ni(0) and Ni(II)-cataly2ed cross-couplings of unreactive organic haUdes with Grignard reagents. This work has been extensively reviewed (90). [Pg.397]

Pyridine undergoes 2- and 4-alkylation with Grignard reagents, depending on whether free metal is present (19). Free metal gives mixtures or exclusive 4-alkylation. Substituent-directed metaHation (eq. 5) has become an important approach to the synthesis of disubstituted pyridines (12). For example, 2- uoro-pyridine [372-48-5] reacts with butyUithium and acetaldehyde to give a 93% yield of alcohol [79527-61-1]. [Pg.325]

Whereas sulfolane is relatively stable to about 220°C, above that temperature it starts to break down, presumably to sulfur dioxide and a polymeric material. Sulfolane, also stable in the presence of various chemical substances as shown in Table 2 (2), is relatively inert except toward sulfur and aluminum chloride. Despite this relative chemical inertness, sulfolane does undergo certain reactions, for example, halogenations, ting cleavage by alkah metals, ring additions catalyzed by alkah metals, reaction with Grignard reagents, and formation of weak chemical complexes. [Pg.68]

Related examples of silicon-containing titanocycles have also been prepared (282). These compounds are air-stable and not decomposed by methanol. When CpCpWiClOAr reacts with Grignard reagents, the aryloxy group is replaced by R, not by Cl (283). Compounds of the formula (Cp2TiR)20 prepared from (CP2TiCl)20 + RLi, where Ris CH, C2H, CgH, y)-tolyl, CgH CM2, or CH2=CH, are thermally stable and quite stable to air (283,284). [Pg.159]

Carbon disulfide reacts with Grignard reagents to prepare the corresponding dithiocarboxyHc acids ... [Pg.28]

Other Rea.ctlons, The anhydride of neopentanoic acid, neopentanoyl anhydride [1538-75-6] can be made by the reaction of neopentanoic acid with acetic anhydride (25). The reaction of neopentanoic acid with acetone using various catalysts, such as titanium dioxide (26) or 2irconium oxide (27), gives 3,3-dimethyl-2-butanone [75-97-8] commonly referred to as pinacolone. Other routes to pinacolone include the reaction of pivaloyl chloride [3282-30-2] with Grignard reagents (28) and the condensation of neopentanoic acid with acetic acid using a rare-earth oxide catalyst (29). Amides of neopentanoic acid can be prepared direcdy from the acid, from the acid chloride, or from esters, using primary or secondary amines. [Pg.103]

Addition of hydrogen cyanide to an aldose to form a cyanohydrin is the first step in the Kiliani-Fischer method for increasing the carbon chain of aldoses by one unit. Cyanohydrins react with Grignard reagents (see Grignard reaction) to give a-hydroxy ketones. [Pg.411]

The reaction involves nucleophilic substitution of for OR and addition of R MgX to the carbonyl group. With 1,4-dimagnesium compounds, esters are converted to cyclopentanols (40). Lactones react with Grignard reagents and give diols as products. [Pg.389]

With GrignardReagents. Ethylene oxide reacts with Grignard reagents (66), RMgX, to yield the corresponding two carbon homologue, RCH2CH2OH (67-69). [Pg.453]

In some instances a carbon-carbon bond can be formed with C-nucleophiles. For example, 3-carboxamido-6-methylpyridazine is produced from 3-iodo-6-methylpyridazine by treatment with potassium cyanide in aqueous ethanol and l,3-dimethyl-6-oxo-l,6-dihydro-pyridazine-4-carboxylic acid from 4-chloro-l,3-dimethylpyridazin-6-(lH)-one by reaction with a mixture of cuprous chloride and potassium cyanide. Chloro-substituted pyridazines react with Grignard reagents. For example, 3,4,6-trichloropyridazine reacts with f-butyl-magnesium chloride to give 4-t-butyl-3,5,6-trichloro-l,4-dihydropyridazine (120) and 4,5-di-t-butyl-3,6-dichloro-l,4-dihydropyridazine (121) and both are converted into 4-t-butyl-3,6-dichloropyridazine (122 Scheme 38). [Pg.28]

Compounds which can formally be considered as anhydro bases can sometimes react with nucleophiles. Thus unsaturated azlactones with Grignard reagents give saturated azlactones (Scheme 50) (65AHC(4)75). [Pg.90]

The seeond problem is the relationship between the position of the substituent in the pyrazole nueleus and its mobility. In the 1-phenylpyrazole series in their reaetions with Grignard reagents, the bromine reaetivity deereases in the order 5-Br>4-Br>3-Br (B-76MI40402). When an eleetron-withdrawing group is present at the 4-position, the 5-ehloropyrazole is more reaetive than 3-ehloropyrazole, but this has been attributed to bond fixation (Seetion 4.02.3.9). Thus, this problem needs further elarifieation. [Pg.267]

Acyl (or 4-hydroxymethylene) isoxazolin-5-ones react with Grignard reagents to give 4-methyleneisoxazolin-5-ones (Scheme 57) 72M141613, 73UC1). In contrast, 4-acylisoxazol-ium salts under the same conditions produced tertiary alcohols (Scheme 57) (75MI41617). [Pg.40]

Attempted displacement of the acetoxy group with Grignard reagents gives very poor yields of 4-alkylazetidin-2-ones however, treatment of the 4-sulfonylazetidin-2-ones (92)... [Pg.252]


See other pages where With Grignard Reagents is mentioned: [Pg.163]    [Pg.353]    [Pg.92]    [Pg.211]    [Pg.346]    [Pg.537]    [Pg.848]    [Pg.466]    [Pg.145]    [Pg.265]    [Pg.84]    [Pg.223]    [Pg.59]    [Pg.79]    [Pg.40]    [Pg.85]    [Pg.151]    [Pg.156]    [Pg.165]    [Pg.174]    [Pg.71]    [Pg.90]    [Pg.253]    [Pg.256]    [Pg.510]    [Pg.528]    [Pg.540]    [Pg.546]   


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1.2- Dithiol-3-ones reaction with Grignard reagents

1.2.4- Triazines reaction with Grignard reagents

2,2 -Pyridilic acid with primary alkyl Grignard reagents

2- Cyclohexenone reactions with Grignard reagents

2-Cyclohexenone, 5-trimethylsilylreaction with Grignard reagents copper catalyzed

7- -6,7-dihydro reaction with Grignard reagents

Acetylenic Grignard reagents, reactions with

Acid chloride, alcohols from reaction with Grignard reagents

Acid chlorides with indole Grignard reagents

Acid derivatives reaction with Grignard reagents

Acyl chlorides with Grignard reagents

Acyl halides with Grignard reagents

Adenosine, 8-bromocoupling reactions with Grignard reagents

Alcohols from Reaction of Carbonyl Compounds with Grignard Reagents

Alcohols with Grignard reagents

Alcohols, allylic coupling with Grignard reagents

Aldehydes reaction with Grignard reagents

Aldehydes with Grignard reagents

Aldehydes, reaction with allylic Grignard reagents

Aldehydes, reduction with Grignard reagents

Alkenes reaction with Grignard reagents

Alkenyl chlorides with Grignard reagents

Alkenyl halides with Grignard reagents

Alkenyl iodides with Grignard reagents

Alkyl halides, reaction with indole Grignard reagents

Alkyl iodides cross-coupling with Grignard reagents

Alkylation with a Grignard reagent

Alkynes reaction with Grignard reagents

Alkynyl Grignard reagents, coupling with

Allenyl halides, reactions with Grignard reagents

Allyl bromide coupling with Grignard reagent

Allyl halides, reaction with Grignard reagents

Amide, sodium reaction with Grignard reagents

Amides reaction with Grignard reagents

Amines allylic, reaction with Grignard reagents

Amino ethers reaction with Grignard reagents

Ammonium salts, allyltrialkylreaction with Grignard reagents

Arsinates reactions with Grignard reagents

Aryl Radical Cyclizations with Grignard Reagent

Arylation with aryl Grignard reagents

Azines with Grignard reagents

Azlactones reaction with Grignard reagents

Basicity reaction with Grignard reagents

Benzene, 1,3,5-tribromo with primary alkyl Grignard reagents

Benzene, trichlorodialkylation with primary alkyl Grignard reagents

Benzofurans with alkyl Grignard reagents

Benzophenone reaction with Grignard reagents

Benzophenones, reactions with Grignard reagents

Benzothiazole, 2-chlorocoupling reactions with Grignard reagents

Camphor reduction with Grignard reagents

Carbamates reaction with Grignard reagents

Carbamates, vinylogous reaction with Grignard reagents

Carbon dioxide reaction with Grignard reagents

Carbonyl compounds, reactions with organolithiums or Grignard reagents

Carbophilic addition with Grignard reagents

Carboxylic acids by reaction of Grignard reagent with

Carboxylic acids ester reaction with Grignard reagents

Carboxylic acids with alkyl Grignard reagents

Chloroformates, addition with Grignard reagents

Chloromethyl with Grignard reagents

Configuration inversion with Grignard reagents

Conjugated compounds, reaction with Grignard reagents

Copper chloride with Grignard reagents

Coupling vinyl chlorides with Grignard reagents

Cross-coupling reactions alkyl halides with Grignard reagents

Cyanopyridines with Grignard reagents

Cyclobutanone reaction with Grignard reagent

Diastereoselectivity with Grignard reagents

Diazonium salts with Grignard reagents

Diethyl ether Grignard reagent with

Dimethyl sulfate, reaction with Grignard reagents

Diones, reactions with Grignard reagents

Disulfides with Grignard reagents

Epoxide reaction with Grignard reagents

Epoxides reaction with Grignard reagents

Epoxides vinylic, reaction with Grignard reagents

Epoxides with Grignard reagents

Esters reaction with Grignard reagents

Esters with Grignard reagents

Esters, carboxylic acid with Grignard reagents

Esters, phosphonic, with Grignard reagents

Esters, sulfonate coupling with Grignard reagents

Ethanol, 2-bromoacetate reaction with aryl Grignard reagents

Ethers allylic, reaction with Grignard reagents

Ethers propargylic, reaction with Grignard reagents

Ethers, a-halo reaction with aryl Grignard reagents

Ethers, p-halovinyl with aryl Grignard reagents

Ethyl benzoate reaction with Grignard reagents

Ethyl formate reaction with Grignard reagents

Ethylene oxide with Grignard reagents

Ethylene oxide, reaction with Grignard reagents

Ethylene, 1,1-dichlorocoupling reactions with alkyl Grignard reagents

Ethylene, 1,2-dichlorocoupling reactions with vinylic Grignard reagents

Ethylene, l-bromo-2-phenylthiocoupling reaction with alkyl Grignard reagents

Ethylene, l-bromo-2-phenylthiocoupling reaction with secondary alkyl Grignard reagents

Formaldehyde reaction with Grignard reagents

Formamides reaction with Grignard reagents

Formic acid reaction with Grignard reagents

From nitriles, with Grignard reagents

Grignard reagent alkylation with

Grignard reagent cadmium halide reaction with

Grignard reagent carbomagnesation with

Grignard reagent chlorosilane alkylation with

Grignard reagent metal compound reaction with

Grignard reagent metal halide reaction with

Grignard reagent metallation with

Grignard reagent partial alkylation with

Grignard reagent reaction with carboxylic acids

Grignard reagent reaction with oxetanes

Grignard reagent with acids

Grignard reagent with aldehydes and ketones

Grignard reagent with cadmium chloride

Grignard reagent with water

Grignard reagent zinc halide reaction with

Grignard reagents addition with

Grignard reagents aryl coupling with

Grignard reagents arylation with

Grignard reagents carboxylation with carbon

Grignard reagents complex with ether

Grignard reagents coupling reaction with bromobenzene

Grignard reagents coupling reactions with alkyl halides

Grignard reagents picolyl, reactions with

Grignard reagents pyridyl, reactions with

Grignard reagents pyrrole, reactions with electrophiles

Grignard reagents react with boronic acid

Grignard reagents reaction mechanism, with

Grignard reagents reaction with a-alkoxy acyclic ketones

Grignard reagents reaction with acetals

Grignard reagents reaction with acetone

Grignard reagents reaction with acid

Grignard reagents reaction with acyl chlorides to form

Grignard reagents reaction with acyl halides

Grignard reagents reaction with alcohols

Grignard reagents reaction with allylic epoxides

Grignard reagents reaction with amides or nitriles to form

Grignard reagents reaction with anhydrides

Grignard reagents reaction with aryl oxazolines

Grignard reagents reaction with aziridines

Grignard reagents reaction with bromohydrins

Grignard reagents reaction with cadmium chloride

Grignard reagents reaction with carbonyl compounds

Grignard reagents reaction with diazonium salts

Grignard reagents reaction with dithioesters

Grignard reagents reaction with esters to form tertiary

Grignard reagents reaction with ethyl orthoformate

Grignard reagents reaction with imines

Grignard reagents reaction with iminium salts

Grignard reagents reaction with iodine

Grignard reagents reaction with isocyanates

Grignard reagents reaction with isothiocyanates

Grignard reagents reaction with ketals

Grignard reagents reaction with ketones

Grignard reagents reaction with oxiranes

Grignard reagents reactions with electrophiles

Grignard reagents with 5-oxazolones

Grignard reagents with acetals

Grignard reagents with acid derivatives

Grignard reagents with alkyl halides

Grignard reagents with alkynes

Grignard reagents with aromatic rings

Grignard reagents with aryl halides

Grignard reagents with bromohydrins

Grignard reagents with carboxylic esters

Grignard reagents with dienes

Grignard reagents with enynes

Grignard reagents with ethers

Grignard reagents with formaldehyde

Grignard reagents with halides

Grignard reagents with iminium salts

Grignard reagents with isocyanides

Grignard reagents with ketones

Grignard reagents with metal halides

Grignard reagents with metallic anodes

Grignard reagents with naphthalene

Grignard reagents with nitriles

Grignard reagents with organic halides

Grignard reagents with ortho esters

Grignard reagents with oxime sulfonates

Grignard reagents with oxygen

Grignard reagents with peresters

Grignard reagents with pyridazines

Grignard reagents with pyridine oxides

Grignard reagents with pyridyl thiolates

Grignard reagents with pyrones

Grignard reagents with pyrylium salts

Grignard reagents with sulfonyl chlorides

Grignard reagents with sulphones

Grignard reagents with sulphoxides

Grignard reagents with sulphurous acid derivatives

Grignard reagents, alkyl reaction with cyclohexanone

Grignard reagents, benzyl, reaction with

Grignard reagents, benzyl, reaction with sulfoxides

Grignard reagents, bonding coupling with alkyl halides

Grignard reagents, bonding reduction with, mechanism

Grignard reagents, reaction with acid chlorides

Grignard reagents, reaction with acyl chlorides

Grignard reagents, reaction with alkyl halides

Grignard reagents, reaction with enol-ketones

Grignard reagents, reaction with imides

Grignard reagents, reaction with lactams

Grignard reagents, reaction with lactones

Grignard reagents, reaction with sulfonium

Grignard reagents, reaction with sulfoxides

Grignard reagents, reaction with water

Grignard reagents, reactions with alkenyl halides

Grignard reagents, reactions with aryl halides

Grignard reagents, reactions with pyridines

Grignard reagents, reactions with pyrimidines

Grignard reagents, reactions with silanes

Grignard reagents, with acetals mechanism

Grignard reagents, with phosphorus

Grignard reagents, with phosphorus esters

Halides, alkyl coupling with Grignard reagents

Heteroaryl halides with Grignard reagents

How Do Esters React with Grignard Reagents

Iminium salts, addition with Grignard reagents

Indole Grignard reagents with aldehydes

Indole Grignard reagents with alkyl halides

Indole Grignard reagents with ketones

Indole Grignard reagents with nitriles

Isocyanates, addition with Grignard reagents

Isocyanides reactions with Grignard reagents

Isoquinoline, 2-chlorocoupling reactions with Grignard reagents

Ketones addition reaction with Grignard reagents

Ketones, reaction with allylic Grignard reagents

Ketones, reaction with indole Grignard reagents

Ketones, reduction with Grignard reagents

Lactones, vinyl with Grignard reagents

Magnesium, reaction with alkyl halides form Grignard reagents

Mercury bromide, reaction with Grignard reagent

Methyl crotonate, reaction with »-butyl Grignard reagent and cuprous

Nickel-catalyzed arylation cross-coupling with Grignard reagents

Nitriles preparation reaction with Grignard reagents

Nitriles reaction with Grignard reagents

Nitro compounds with Grignard reagents

Nitrones, addition with Grignard reagents

Organozinc compounds reaction with Grignard reagents

Ortho esters, reactions with Grignard reagents

Orthoesters reaction with Grignard reagents

Oxalic acid reactions with Grignard reagents

Oxetane reaction with Grignard reagents

Oxidation, of Grignard reagents with

Oxirane reactions with Grignard reagents

Oxygen reaction with Grignard reagents

PHOSPHINE-NICKEL CATALYZED GRIGNARD REAGENTS WITH ARYL

Palladium-Catalyzed Cross-Coupling with Grignard Reagents

Palladium-catalyzed arylation cross-coupling with Grignard reagents

Peroxides acyl, with Grignard reagents

Peroxides reaction with Grignard reagents

Phenylacetylene reaction with Grignard reagents

Phenylative Radical Cyclization with Phenyl Grignard Reagent

Phosphites reaction with Grignard reagents

Purine, 6-chlorocoupling reactions with primary alkyl Grignard reagents

Purine, 6-methylthiocoupling reactions with primary alkyl Grignard reagents

Pyridinium salts reaction with Grignard reagents

Pyridyl sulfoxides reaction with Grignard reagents

Quinoline, 3-bromocoupling reactions with Grignard reagents

Quinoline, 8-hydroxyesters reaction with Grignard reagents

Quinones reaction with Grignard reagents

Reaction of Grignard reagents with nitriles

Reaction of an Ester with a Grignard Reagent

Reaction of esters with Grignard reagents

Reaction with Grignard and organolithium reagents

Reaction with Grignard reagents

Reaction with butenyl Grignard reagent

Reactions of Epoxides with Grignard and Organolithium Reagents

Rearrangements allylic, with Grignard reagents

Rearrangements reaction with Grignard reagents

Rearrangements with Grignard reagents

Reduction reactions with Grignard reagent

Reduction with Grignard reagents

Selenides, aryl with Grignard reagents

Silyl Grignard reagents reactions with

Silyl enol ethers with aryl Grignard reagents

Stannane, ethoxy-a-chloromethyltributylreaction with Grignard reagents

Stannane, ethoxy-a-chloromethyltributylreaction with Grignard reagents preparation of O-ethyl organostannanes

Subject with Grignard reagents

Sulfides, 2-pyridyl with Grignard reagents

Sulfides, aryl with Grignard reagents

Sulfides, vinyl reaction with Grignard reagents

Sulfinyl chloride, reaction with Grignard reagents

Sulfonate esters reaction with Grignard reagents

Sulfonates reaction with Grignard reagents

Sulfones, alkylation with Grignard reagents

Sulfones, aryl with Grignard reagents

Sulfones, vinyl reaction with Grignard reagents

Sulfonyl chlorides reactions with Grignard reagents

Sulfoxides, aryl with Grignard reagents

Sulfur reaction with Grignard reagents

Tellurium, with Grignard reagents

The Kumada Reactions Nickel-Catalyzed Cross-Coupling with Grignard Reagents

Thebaine reaction with Grignard reagents

Thiols, aryl with Grignard reagents

Thiophene 3- bromo-, reaction with Grignard reagents

Treatment of Grignard reagents with aldehydes

Treatment of Grignard reagents with esters

Treatment of Grignard reagents with ketones

Triethyl orthoformate, reaction with Grignard reagents

Triflate with Grignard reagents

Trimethyl borate, reaction with Grignard reagents

Vinyl ethers, reaction with Grignard reagents

Vinyl halides with Grignard reagents

Weinreb amides with Grignard reagents

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