Pyrrole synthesis catalyzed by AgOTf or cationic Au(I) complexes.

J Org Chem

Department of Chemistry, 2036 Main Mall, University of British Columbia, Vancouver, BC, Canada, V6T 1Z1.

Published: June 2006

Either silver trifluoromethanesulfonate or a mixture of gold(I) chloride, silver trifluoromethanesulfonate, and triphenylphosphine catalyze the formation of pyrroles from substituted beta-alkynyl ketones and amines. The reactions proceed by using 5 mol % of catalyst with yields of isolated pyrroles ranging from 13% to 92%. Sixteen examples are used to compare the effectiveness of each catalyst.

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http://dx.doi.org/10.1021/jo060382cDOI Listing

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