A Route to 2-Substituted 3-Cyanopyrroles: Synthesis of Danaidal and Suffrutine A

作者:Wiest Johannes M; Bach Thorsten*
来源:Journal of Organic Chemistry, 2016, 81(14): 6149-6156.
DOI:10.1021/acs.joc.6b01298

摘要

The title compounds were prepared in a two-step sequence from 4,4-dimethoxybutyronitrile and the respective esters by Claisen condensation and subsequent Paal Knorr pyrrole synthesis. The sequence could be performed as a one-pot procedure delivering the pyrroles in yields of 47-72% over two steps (13 examples). Intramolecular variants of the method were applied to the total synthesis of danaidal and suffrutine A from the respective trityl-protected co-amino alkanoates.

  • 出版日期2016-7-15