A General Route to 1,3 '-Bipyrroles

作者:Cheng Ping; Shao Wenjie; Clive Derrick L J*
来源:Journal of Organic Chemistry, 2013, 78(23): 11860-11873.
DOI:10.1021/jo401892t

摘要

A general method is described for the synthesis of 1,3'-bipyrroles. The route involves constructing a pyrrole ring on the nitrogen of a substituted H-1-pyrrole, so as to generate the 1,3'-bipyrrole. In this approach the nitrogen of the starting pyrrole was alkylated with a special Michael acceptor having an allylic leaving group, and the product was then modified in such a way that the second pyrrole ring could be formed by a Paal-Knorr reaction. Two variants of this sequence were examined, one of which led to formation of a 3-hydroxypyridine instead of the second pyrrole ring; the other variant used phenacyl bromide instead of the special Michael acceptor.

  • 出版日期2013-12-6