Acetyl bromide phenyl

The stereoselective addition of the titanium enolate of A-acetyl-4-phenyl-l,3-thiazolidine-2-thione 153 to the cyclic A-acyl iminium ion 154 is utilized in the synthesis of (-)-stemoamide, a tricyclic alkaloid <06JOC3287>. The iminium ion addition product 155 undergoes magnesium bromide-catalyzed awtz-aldol reaction with cinnamaldehyde 156 to give adduct 157, which possesses the required stereochemistry of all chiral centers for the synthesis of (-)-stemoamide. 

Acetyl chloride acephate, azaconazole, chlorfenvinphos, cyhalotrin, dimethomorph, dinoseb acetate, fenitropan, fluxofenim, furconazole, mefluidide, propiconazole Acetyl chloride (dichloro) see dichloro Acetyl chloride phenyl carbinol bromadiolone Acetylene aldrin, 2,4 DB Acetyl hydrazine metamitron Acetylide (sodium) pronamide Acetyl magnesiun bromide empenthrin Acetyl morpholine dimethomorph Acetyloxy propionaldehyde furmecyclox Acrolein 8 hydroxy quinoline sulfate Acrylic acid propaquizafop Acryloyl chloride propaquizafop Acrylonitrile fenpiclonil, fludioxonil, nipyraclofen Aldrin dieldrin, endrin... 

Hepta-O-acetyl-a-lactosyl bromide was reported to give an unknown octasaccharide ( tetralactose ) in the presence of silver carbonate. Potassium benzenethiolate and hepta-O-acetyl-a-lactosyl bromide in alcohol, with sub-sequent de-O-acetylation, gave phenyl l-thio-/3-lactoside, in which the thioglycosidic bond is remarkably stable to acid hydrolysis." ... 

A mixture of 1-chloroethyl phenyl carbonate, 1.2 eqs. trimethylsilyl bromide, and a little tetra-n-butylammonium bromide heated at 90° for 24 h with continuous removal of trimethylsilyl chloride followed by excess reagent - 1-bromoethyl phenyl carbonate. Y 91%. The equilibrium is driven to the product by continuous removal of the chlorosilane. F.e., also with HBr or acetyl bromide, s. J.-P. Senet et al., Synth. Commun. 18, 1531-6 (1988). 

Figure 6.31 Use of bromofl- C]acetyl bromide in C-acylations applied to the synthesis of 3-phenyl[3- C]indole derivatives...

It should be noted that Grignard reagents obtained from 2-methylthiazole do not yield acetyl derivatives (31). Ketones can also be obtained from cyanothiazoles and Grignard reagents (87). Thus phenyl magnesium bromide and 5-cyanothiazole give phenyl 5-thiazolyl ketone (Scheme 35). 

The chiral acetate reagent is readily prepared from methyl mandelate [methyl (A)-hydroxy-phenyl acetate] which is first converted by treatment with phcnylmagnesium bromide into the triphenylglycol783, c (see Section 1.3.4.2.2.2.) and subsequently transformed into the acetate by reaction with acetyl chloride in the presence of pyridine. Thereby, the secondary hydroxyl group of the glycol is esterified exclusively. Both enantiomers of the reagent are readily accessible since both (R)- and (5)-hydroxyphenylacelic acid (mandelic acids) arc industrial products. 

Use of a large, lipophilic nitrogenous component results in a 1idocaine like, local anesthetic type cardiac anti-arrhythmic drug, lorcainide (20). Synthesis begins with the Schiff s base (1 ) derived by reaction of p-chloro-aniline and borohydride followed by acylation with phenyl acetyl chloride produces amide 1 . Selective hydrolysis with HBr followed by alkylation with isopropyl bromide completes the synthesis of lorcainide (20). ... 

In an attempt to divert reaction from C-l to C-5 in compounds of this category, phenyl tetra-O-acetyl- and -O-benzoyl-/ -D-glucoside were examined, and both gave the respective 5-bromides (91 and 92) in modest yield after chromatography. Thus, it appears that the phenoxyl group is less effec-... 

Chemical synthesis of 1-phosphate esters of 2-amino-2-deoxy-n-glucose has been described.37 127 Reaction of 3,4,6-tri-0-acetyl-2-amino-2-deoxy-a-D-glucosyl bromide hydrobromide (XLII) with triethylammonium diphenyl phosphate gave the l-(diphenyl phosphate) ester, isolated as its hydrochloride (XLIII). Cleavage of the phenyl groups and subsequent deacetylation gave 2-amino-2-deoxy-D-glucosyl phosphate as the crystalline, dipolar-ionic, monopotassium salt (XLV). 

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