Synthesis of pyrroles through coupling of enyne-hydrazones with Fischer carbene complexes.

Org Lett

Department of Chemistry and Biochemistry, New Mexico State University, MSC 3C, Las Cruces, New Mexico 88003-8001, USA.

Published: June 2003


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Article Abstract

[reaction: see text] The coupling of enyne-imines with Fischer carbene complexes leads to the formation of alkenylpyrrole derivatives. Maximum yields of pyrrole adducts were obtained using N,N-dimethylhydrazones. A mechanism involving alkyne insertion followed by nucleophilic attack of the imine nitrogen at the intermediate alkenylcarbene complex was proposed.

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http://dx.doi.org/10.1021/ol034414jDOI Listing

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