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Paper | Regular issue | Vol 24, No. 2, 1986, pp.365-368
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0365
A Side Reaction in the Synthesis of 2-Ethynylthiophene from 2-Thiophenecarboxaldehyde by the Corey Procedure and an Inproved Synthesis of 2,2’:5’,2’’-Terthiophene

Daniel M. Perrine and Jacques Kagan*

*Department of Chemistry, University of Illinois at Chicago, 845 West Taylor St., Chicago, IL 60607-7061, U.S.A.

Abstract

The conversion of thiophenecarboxaldehyde to thienylacetylene by the Corey procedure is associated with a concentration-dependent polymerization precess and an alkylation of the thiophene at the 2 position. Improvements in the synthesis of 2,2’:5’,2”-terthiophene and its 5,2”-dibutyl derivative are reported.