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Paper | Regular issue | Vol 38, No. 6, 1994, pp.1393-1398
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6708
Synthesis of Furan- and Pyrrole-containing α-Oligothiophenes via 1,4-Diketones

Liang-Huei Chen, Chin-Yu Wang, and Thung-Mei H. Luo*

*Department of Applied Chemistry, Chia Nan Junior College of Pharmacy, Tainan, 71710, Taiwan, R.O.C.

Abstract

Cyclization of the 1,4-dithienyl-1,4-diketones (3) by acid catalyst furnished the α-thienylfurans, whereas condensation with ammonium acetate provided the α-thienylpyrroles. The 2,5-bis[4-(2-thienyl)-1,4-butanedionyl]thiophene (5) similarly gave the first syntheses of 2,5-bis[2-(5,2‘-thienyl)pyrryl]thiophene (12) and 2,5-bis[2-(5,2‘-thienyl)furyl]thiophene (13).