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Synthesis 2012(4): 532-540
DOI: 10.1055/s-0031-1289993
DOI: 10.1055/s-0031-1289993
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Tetrasubstituted NH Pyrroles and Polysubstituted Furans via an Addition and Cyclization Strategy
Further Information
Received
5 October 2011
Publication Date:
22 December 2011 (online)
Publication History
Publication Date:
22 December 2011 (online)

Abstract
The FeCl3-catalyzed addition and cyclization of enamino esters with nitroolefins provides a straightforward and general method for the synthesis of tetrasubstituted NH pyrroles. This novel method tolerates a wide range of functionality, and allows for rapid elaboration of the nitroolefins into a variety of substituted pyrroles in good yields. Further, an efficient KOAc-promoted addition and cyclization protocol toward substituted furans has been described as well.
Key words
tetrasubstituted NH pyrroles - polysubstituted furans - addition - cyclization
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