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■ A New Method for Synthesizing a Pyrrole Ring and Its Application to the Development of New π-Systems

MinekoTakeda, Shoji Matsumoto, and Katsuyuki Ogura*

*Department of Materials Technology, Faculty of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

A new type of reaction was developed for the construction of a pyrrole ring. When 1,8-disubstituted 2,7-bis(p-tolylsulfonyl)-1,7-octadiene-3,6-diynes (6) was treated with an aniline derivative (7) in the presence of CuCl (1.6 equiv.) and CuCl₂ (0.16 equiv.) in DMF (at 90 °C), one 2-sulfonyl-1-alken-3-yne part of 6 was converted to a 1-arylpyrrole skeleton in a reasonable yield.