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Paper | Regular issue | Vol 43, No. 9, 1996, pp.1927-1935
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7517
Efficient Synthesis of 2-Iodo and 2-Dicyanomethyl Derivatives of Thiophene, Selenophene, Tellurophene, and Thieno[3,2-b]thiophene

Kazuko Takahashi* and Shinji Tarutani

*Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan

Abstract

An effective synthesis of 2-iodothiophene, 2-iodotellurophene, and 2-iodothieno[3,2-b]thiophene and a Pd-catalysed carbon-carbon coupling reaction of these iodo derivatives as well as 2-iodoselemophene with malononitrile affording novel thienyl-, tellurienyl-, thieno[3,2-b]thienyl- and selenienylmalononitrile are described. These heteroarylmalononitriles are important synthons for the preparation of 2-dicyanomethylene-2,5-dihydroheterophene chromophores.