3- formyl-2-thienyl

The 2-[2-thienyl]selenazole is formylated in the 5-position by action of n-butyllithium. dimethyl formamide. and hydrolysis (106). 

Acrylic acid, -(3-benzo[f>]thienyl)-a -mercapto-reaction with iodine, 4, 764 Acrylic acid, o -cyano-y3-(2-thienyl)-ring opening, 4, 807 Acrylic acid, -formyl-in pyridazinone synthesis, 3, 46 Acrylic acid, furyl-rotamers, 4, 545 synthesis, 4, 658 Acrylic acid, 2-hydroxybenzoyl-chroman-4-one synthesis from, 3, 850 Acrylic acid, 5-(l-propynyl)-2-thienyl-methyl ester occurrence, 4, 909 Acrylonitrile... 

The reaction of benzylmagnesium chlorides wnth thiophenealde-hydes and thienyl ketones has been used for the preparation of styrylthiophenes and 1,2,2-triarylethylenes, which are of biological interest. In stilbene and 1,2,2-triphenylethylene the reactivity toward electrophilic reagents is transferred with deactivation to the double bond. However, styrylthiophene is formylated and acylated... 

Thiazolo] 2,3fl) indole, in synthesis of chain-bridged thiazolocyanines, 58 Thiazolosemicyanines, tables of, 119 Thiazolostyryl dyes, tables of, 107 Thieno [ 2,3d ] thiazole. 30 2-[2-Thienyl) selenazole, formylation in 5-position, 239... 

The formylation of diethyl N-ethyl-AK2-thienyl)aminomethylenemalo-nate with phosphoryl chloride and Af-methylformanilide or DMF in 1,2-dichloroethane for 2-5 hr gave the 5-formyl derivative (1578) in 70-89% yields (85EUP161235 87MI3). 

Aus 2-Alkylidenamino-3,3-dichlor-acrylnitrilen und 2-Formyl-thiophenen werden unter Hydrolyse der nicht isolierten 4(5)-Chlor-5(4)-dichlormethyl-2-(2-thienyl)-imidazole direkt die entsprechenden 4(5)-Chlor-5(4)-formyl-2-(2-thienyl)-imidazole isoliert323. 

Unter Katalyse mit Kupfer-Pulver ist sogar die Substitution des Brom-Atoms im relativ elek-tronenreichen 4-Brom-2-formyl-thiophen durch Imidazol zu l-(2-Formyl-4-thienyl -imidazol (74%) moglich775. 

Cyanomethylbenzo[6]thiophene condenses with 2-methylthio-1-naphthaldehyde to give 199,571 and it affords 200 on formylation with ethyl formate and sodium methoxide.524 Compound 200 reacts with hydrazine under suitable conditions to give either 201 or 3-amino-4-(3-benzo[6]thienyl)pyrazole (202).524 With ethylene-... 

The Stille cross-coupling reactions of thienyl-3-carbamate 115 with o-formyl (trimethylstannyl)pyridines 118-120 (1994JHC1161) or acetal 121 (1992MI3, 1994JHC1161, 1994JOMC127) afford a series of isomeric thienonaphthyridines 122-125. The addition of CuO to the reaction mixture leads to an increase in rate (1993JOMC127). 

The synthesis was performed according to Scheme 9.9. Compound 20a was synthesized from 1,2-bis(3,4-dimethyl-2-thienyl)hexafluorocyclopentene (21). After iodination, the transformation to diboronic acid followed by Suzuki coupling with 4-formyl-4 -iodobiphenyl gave diformyl compound 23a. The conventional treatment was employed for formyl compounds 23a to convert nitronyl nitroxide radical 20a. 

Scheme 9.12 shows the synthetic route. [4-Methyl-2,5-bis(trimethylsilylethy-nyl)-3-thienyl]heptafluorocyclopentene (31) was prepared from 3-bromo-4-methylthiophene (28) in three steps. 2 -methoxy derivative 33 was synthesized by the coupling of 31 with lithiated 32. After desilylation with KOH, Sonogashira coupling with bromoformyl compounds gave bisformylated diarylethenes 34. Formyl derivative 34 was converted into nitroxide radical 27a. 

FPR HABA Hacac Hbsb Hbsn Hbt Hbtth HC = C - C6H4 - NCS-p HC = C-C6H4-NH2-p Formyl peptide receptor 2-(4 -Hydroxyazobenzene)benzoic acid Acetylacetone 2-[(l,l -Biphenyl)-4-yl]benzothiazole 2-( 1-Naphthyl)benzothiazole 2-Phenylbenzothiazole 2-(2-Thienyl)benzothiazole 4-Isothiocyanatophenylacetylene 4-Aminophenylacetylene... 

Formyl-3-thienyl Methyl Tellurium3 (Organo Lithium Method) A mixture of 55 mmol of butyl lithium and... 

Similar reactions starting with the ethylene acetals of 3-formyl- or 3-acetyl-2-thienyl dimethyl telluronium iodides yielded 3-formyl- or 3-acetyl-2-thienyl methyl tellurium. The acetals were hydrolyzed before the products were isolated2. 

The preparation of l,2-bis[2-(5-formyl)- and 5-(bydroxylmethyl)-thienyl]acetylene derivatives are also described by the author. 

Tellurium (3-Formyl-2-thienyl)-methyl- E12b, 440 (Het-TeR2 — Het-Te-R)... 

Benzylidene-3-oxo-2,3-dihydro-l-benzotellurophene reacted with hydrogen bromide in glacial acetic acid to produce 2-(2 -phenylethenylcarbonyl)phenyl tellurium bromide. Thienyl ethoxycarbonylmethyl tellurides with a formyl or acetyl group in the orf/to-position to tellurium were also converted to tellurium bromides upon treatment with 48% aqueous hydrobromic acid or glacial acetic acid saturated with hydrogen bromide. Only polymeric materials were obtained from 4-formyl-3-thienyl ethoxycarbonylmethyl tellurium. ... 

Formyl-3-thienyl Methyl Tellurium (Organo Lithium Method) A mixture of 55 mmol of butyl lithium and 7.8 g (50 mmol) of 4-formylthiophcnc ethylene acetal in diethyl ether is cooled at — 78° for 20 min. A solution of 14.5 g (50 mmol) of dimethyl ditellurium in diethyl ether is added dropwise until the orange color of the ditellurium persists in the mixture. The mixture is allowed to warm to 20° and is then poured onto ice/water. The product is extracted with diethyl ether, the extract is dried with anhydrous magnesium sulfate, filtered, the solvent is distilled from the filtrate and the residue is distilled under vacuum yield 6.3 g (50%) b.p. 120°/0.8 torr m.p. 55°. 

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