1-Bromo-2-trifluoroacetylcyclobutenes as novel building blocks for the construction of trifluoromethyl substituted heterocycles. Part 2: Synthesis of trifluoromethyl substituted thiophenes, condensed with cyclobutene moieties

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• 作者：Andrey B. Koldobskii ; Nikolay P. Tsvetkov ; Ekaterina V. Solodova ; Valery N. Kalinin
• 关键词：1-Bromo-2-trifluoroacetylcyclobutenes ; Mercaptoacetonitrile ; Lithium 2 ; 2 ; 6 ; 6-tetramethylpiperidide ; Thiophenes
• 刊名：Journal of Fluorine Chemistry
• 出版年：2010
• 出版时间：August 2010
• 年：2010
• 卷：131
• 期：8
• 页码：852-855
• 全文大小：211 K

文摘

This paper describes a novel synthetic approach to 2-cyano-3-trifluoromethylthiophenes fused with cyclobutene rings with variable spiro conjunctions. The reaction of substituted 1-bromo-2-trifluoroacetylcyclobutenes with mercaptoacetonitrile results in the substitution of bromine with S-center to afford the corresponding nitriles in high yields, which form the target thiophenes by subsequent treatment of lithium 2,2,6,6-tetramethylpiperidide and acetic anhydride.