Download PDF
Synfacts 2005(2): 0201-0201  
DOI: 10.1055/s-2005-916064
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Regiospecific Substituted Pyrroles Synthesis

Contributor(s): Victor Snieckus, Farhad Nowrouzi
D. J. Gorin, N. R. Davis, F. D. Toste*
University of California, Berkeley, USA
Further Information

Publication History

Publication Date:
25 October 2005 (online)

    Permissions and Reprints

Significance

A one-pot, regiospecific Schmidt reaction for the synthesis of substituted pyrroles from homopropargyl azides is reported. The reactions proceed under mild conditions and with good yields (41-93%). Starting from primary or secondary azides, 2- and 2,5-substituted pyrroles are obtained. This synthesis was also shown to be applicable to aryl R2 substrates with electronically poor and rich substituents.