3-Methyl-2- thiophene, synthesis

Ethylene, /3-(dimethylamino)-nitro-in pyrrole synthesis, 4, 334 Ethylene, dithienyl-in photochromic processes, 1, 387 Ethylene, furyl-2-nitro-dipole moments, 4, 555 Ethylene, l-(3-indolyl)-2-(pyridyl)-photocyclization, 4, 285 Ethylene, l-(2-methyl-3-indolyl)-l,2-diphenyl-synthesis, 4, 232 Ethylene, (phenylthio)-photocyclization thiophenes from, 4, 880 Ethylene carbonate C NMR, 6, 754 microwave spectroscopy, 6, 751 photochemical chlorination, 6, 769 synthesis, 6, 780 Ethylene oxide as pharmaceutical, 1, 157 thiophene synthesis from, 4, 899 Ethylene sulfate — see 2,2-dioxide under 1,3,2-Dioxathiolane... 

Naphtho[ 1,2-h]thiophene-2-carboxylic acid synthesis, 4, 893 Naphthothiophenes synthesis, 4, 881, 907, 914 Naphthothiophenes, dihydrosynthesis, 4, 113 Naphtho[ 1,2-c]thiophenes synthesis, 4, 891 Naphtho[2, l-h]thiophenes synthesis, 4, 907 Naphtho[2,3-h]thiophenes synthesis, 4, 905, 908-909 Naphtho[ 1,8-de][l,2,3]triazine, 2-methyl-reactions... 

Dihydrothieno[3,4-Z ]thiophene (131) was prepared by two methods. In the first (Scheme 8), chloromethylation of methyl thiophene-2-carboxylate (132) forms methyl 2,3-bischloromethyl-thiophene-5-carboxylate (133) (85%) cyclization of 133 with sodium sulfide in methanol yields (66%) methyl 4,6-dihydrothieno[3,4-i]-thiophene-2-carboxylate (134). Peroxide oxidation of 134 gives 2-methoxycarbonyl-4,6-dihydrothieno[3,4-h]thiophene 5,5-dioxide (135) and hydrolysis of 134 followed by metaperiodate oxidation furnishes the sulfoxide (91). Thienothiophene (131) was produced by hydrolysis and decarboxylation of 134. As indicated above, the sulfoxide (91) was used for the synthesis of thieno[3,4-6]thiophene (3). 

Research Focus Synthesis of poly(4,8-didodecyl-2,6-bis-(3-methyl-thiophen-2-yl)-benzo[l,2-b 4,5-b ]dithiophene) derivatives for use as semiconductors in... 

Historically, this represents the first thiophene synthesis, when Laurent obtained tetraphenylthiophene by heating polymeric thiobenzaldehyde in 1844. Almost any aromatic methyl derivative can be converted to tetraphenylthiophene, which is thermodynamically the most stable thiophene, by heating with sulfur. Toluene, phenylacetic acid, benzyl alcohol, benzyl sulfide or disulfide, benzyl sulfonate or even sodium thiobenzoate have been converted to tetraphenylthiophene under these conditions (52HC(3)l). 

Homologues of thiophene occur in coal-tar they may be prepared by Fittig s synthesis and in other ways. Their properties are similar to those of the analogous benzene derivatives for example, thiotolene, methyl thiophene, is converted into thiophene carboxylic acid by oxidizing agents —... 

An interesting example of the Fiesselman thiophene synthesis was reported during the investigation of the susceptibility of golfomycin A toward nucleophilic attack. Treatment of TBS-protected golfomycin A with methyl thioglycolate in the presence of base produced the strained thiophene product in 20% yield. ... 

Y. A. Udum, K. Pekmez, A. Yildiz, Electrochemical synthesis of soluble sul-fonated poly(3-methyl thiophene), European Polymer Journal 2004, 40,1057. 

Chemical synthesis Poly condensation reaction of di-functional thiophene in presence of Ni catalysts Oxidative coupling reaction of bi-thiophene in presence of ferric chloride using AICI3, CUCI3 and organic solvents Plasma polymerization from 3-methyl thiophene or thiophene (1-6)... 

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