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

TitlePyrrole synthesis catalyzed by AgOTf or cationic Au(I) complexes
Publication TypeJournal Article
Year of Publication2006
AuthorsHarrison, TJ, Kozak, JA, Corbella-Pane, M, Dake, GR
JournalJournal of Organic Chemistry
Volume71
Pagination4525-4529
Date PublishedJun
Type of ArticleArticle
ISBN Number0022-3263
Keywords2-PROPYNYL-1, 3-DICARBONYL COMPOUNDS, AMINATION/ANNULATION REACTIONS, C-H BONDS, CARBOXYLIC-ACIDS, DERIVATIVES, EFFICIENT SYNTHESIS, FURANS, ONE-POT, PYRROLES, REGIOSELECTIVE SYNTHESIS, SUBSTITUTED
Abstract

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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