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A versatile synthesis of substituted benzimidazolium salts by an amination/ring closure sequence
F M Rivas1, U Riaz, A Giessert
1Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, New York 14260-3000, USA.
Organic Letters
|August 17, 2001
Abstract:
[reaction: see text]. A new method to produce benzimidazolium salts based on a successive Buchwald-Hartwig amination and ring closure is reported. A variety of different benzimidazolium salts can be prepared using this procedure. Amines that bear an alpha-chiral group undergo the reaction to furnish chiral benzimidazolium salts. The salts that lack a C2 substituent on the heterocycle are readily deprotonated to give nucleophilic carbenes.