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Boris A. Trofimov Anton V. Stepanov Anastasiya G. Mal’kina Ol’ga G. Volostnykh Olesya A. Shemyakina Igor’ A. Ushakov 《合成通讯》2013,43(23):2718-2729
A one-pot linkage between furan and 3(2H)-furanone rings has been effected via the microwave-assisted Et3N-catalyzed domino condensation of the furan and benzofuran carboxylic acids with available cyanopropargylic alcohols (MeCN, 100 °C, 1.2 atm, 2–17 h). Despite involving a number of C-H-forming/breaking steps, the assembly is chemoselective and the final products, 5-(2-furyl)-3(2H)-furanones, are formed in 59–96% yields. 相似文献
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N. A. Nedolya O. A. Tarasova O. G. Volostnykh A. I. Albanov 《Chemistry of Heterocyclic Compounds》2008,44(9):1113-1116
The first representative of thienyl-substituted 3H-azepines has been synthesized starting from dilithiated 2-methyl-5-propargylthiophene
and isopropyl isothiocyanate. It was shown that N-(1-methylethylidene)-2-(5-methyl-2-thienyl)-1-(methylthio)-1,3-butadiene-1-amine
(2-aza-1,3,5-triene) formed as a result of this reaction is readily converted into 2-methyl-6-(5-methyl-2-thienyl)-3H-azepine
under the action of super bases.
Dedicated to Academician B. A. Trofimov of the Russian Academy of Sciences on his 70th jubilee.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1380–1383, September, 2008. 相似文献
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Nina A. Nedolya Ol’ga A. Tarasova Ol’ga G. Volostnykh Alexander I. Albanov Boris A. Trofimov 《Journal of organometallic chemistry》2011,696(21):3359-3368
A new range of alkoxy- and alkylsulfanyl-substituted 4,5-dihydro-3H-azepines and 3H-azepines have simultaneously been obtained from conjugated 2-aza-1,3,5-trienes by treatment with t-BuOK under mild reaction conditions (THF/DMSO, ∼−30 °C, 30 min). One-pot synthesis of 1-aza-1,3,4-trienes from α-lithiated alkoxyallenes, isopropyl isothiocyanate and alkyl iodides, followed by the thermally induced sigmatropic [1,5]-H shift, easily leads to starting 2-aza-1,3,5-trienes. The reaction proceeds via generation and [1,7]-electrocyclization of azatrienyl anions and represents a novel simple approach to both azacycloheptadienes and azacycloheptatrienes. 相似文献