In:
Angewandte Chemie, Wiley, Vol. 129, No. 15 ( 2017-04-03), p. 4384-4387
Abstract:
Amidine is a notable nitrogen‐containing structural motif found in bioactive natural products and pharmaceuticals. Herein, a novel rhodium(I)‐catalyzed tandem reaction of readily accessible azides with isonitriles and boronic acids via a carbodiimide intermediate is achieved. This protocol offers an alternative approach toward N‐sulfonyl‐, N‐acyl‐, and N‐ phosphoryl‐functionalized, as well as general N‐aryl and N‐alkyl amidines with broad substrate scope. In addition, functionalized guanidines can also been synthesized when amines are used instead. The accomplishment of estrone‐derived amidine and glibenclamide bioisosteres further reveals the practical utility of this strategy.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v129.15
DOI:
10.1002/ange.201700539
Language:
English
Publisher:
Wiley
Publication Date:
2017
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