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Synfacts 2007(5): 0468-0468  
DOI: 10.1055/s-2007-968477
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Four-Component Synthesis of Highly Substituted Pyrroles

Contributor(s): Victor Snieckus, Yigang Zhao
D. J. St. Cyr, N. Martin, B. A. Arndtsen*
McGill University, Montreal, Canada
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

A synthesis of 1,2,3,4-tetrasubstituted pyrroles from simple commercially available materials is reported. The 4-CR involves the combination of imines, acid chlorides and acetylenes in the presence of cyclohexyl isocyanide which removes molecular oxygen by being oxidized to cyclohexyl isocyanate. Significantly, the reaction proceeds under mild conditions and without metal catalysis. The scope and limitations were not well investigated.