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Synfacts 2010(6): 0631-0631
DOI: 10.1055/s-0029-1219882
DOI: 10.1055/s-0029-1219882
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Efficient Heteroannulation Route for the Synthesis of Isoindoles and Pyrroles
N. Yasmin, J. K. Ray*
Indian Institute of Technology, Kharagpur, India
Further Information
Publication History
Publication Date:
20 May 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201006/lookinside/thumbnails/10.1055-s-0029-1219882-1.jpg)
Significance
Reported is the synthesis of isoindoles and pyrroles through the reaction of primary amines with formyl alkenyl acrylonitriles or formyl alkenyl acrylic esters which were in turn prepared by a Heck reaction of formyl alkenyl bromides. The cyclization may obviously proceed through either initial condensation or Michael addition. Reaction using a secondary amine instead of a primary amine produced a product consistent with a mechanism involving condensation as the first step.