Syntheses and Some Chemistry of 1, 2-and 1, 1-Bis (2-pyrrolyl) ethenes

H Xie, DA Lee, DM Wallace, MO Senge…

Index: Xie, Hong; Lee, David A.; Wallace, David M.; Senge, Mathias O.; Smith, Kevin M. Journal of Organic Chemistry, 1996 , vol. 61, # 24 p. 8508 - 8517

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Citation Number: 19

Abstract

trans-1, 2-Bis (2-pyrrolyl) ethenes (eg 18-20) are prepared by McMurry-type reductive coupling of the corresponding 2-formylpyrroles. The isomeric 1, 1-bis (2-pyrrolyl) ethenes (eg 24) are prepared as a minor byproduct in the reaction of 2-unsubstituted pyrroles (eg 22) with acetic anhydride under Friedel-Crafts conditions; the major product, as expected is the 2-acetylpyrrole 23. However, 5-(chloromethyl) dipyrromethanes (eg 35) can be obtained ...