Synthesis of Polysubstituted Pyrroles

Author(s): Celine Poulard, Julien Cornet, Stephanie Legoupy, Gilles Dujardin, Robert Dhal, Francois Huet.

Journal Name: Letters in Organic Chemistry

Volume 6 , Issue 5 , 2009

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Cross coupling metathesis reactions from two ethylenic compounds 4 and 5 easily led to Michael acceptors 6ab and 7a-b. Reaction of these compounds, or of enone 5, with p-toluenesulfonylmethyl isocyanide (TosMIC) provided the disubstituted pyrroles 9a-c and 10a-b. The analogous reaction of compounds 6a-b and 5, but in presence of Ph3SnCl, provided the trisubstituted pyrroles 11a-c. All of these compounds 9-11 were thus obtained in two steps only.

Keywords: Lavendamycin, pyrroles, TosMIC, Michael acceptors, cross metathesis

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Article Details

Year: 2009
Page: [359 - 361]
Pages: 3
DOI: 10.2174/157017809788681338
Price: $65

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