Download PDF
Synfacts 2007(1): 0017-0017  
DOI: 10.1055/s-2006-955752
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Pd-Catalyzed Sequential C-N and C-C Coupling Route to 2-Vinylindoles

Contributor(s): Victor Snieckus, Yigang Zhao
A. Fayol, Y.-Q. Fang, M. Lautens*
University of Toronto, Canada
Further Information

Publication History

Publication Date:
15 December 2006 (online)

    Permissions and Reprints

Significance

A one-pot Pd-catalyzed route to substituted 2-vinylindoles from readily accessible gem-dibromovinylanilines is reported. The reaction, involving a Buchwald-Hartwig amination/Heck sequence, proceeds in modest to good yields and appears not to be influenced greatly by substituent effects as seen from the thorough scope study. The intramolecular variant of this reaction to provide tricyclic pyrido- and azepino­indole derivatives is also described.