Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 17, Pages 4404-4407Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201400037
Keywords
gold; heterocycles; structure elucidation; sulfonamides; synthetic methods
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Funding
- NIHGMS [RO1 GM073932]
- National Science Foundation [DGE1106400]
- UC Berkeley
- National Institute of Health
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The development of a gold(I)-catalyzed sulfination of aryl boronic acids is described. This transformation proceeds through an unprecedented mechanism which exploits the reactivity of gold(I)-heteroatom bonds to form sulfinate anions. Further in situ elaboration of the sulfinate intermediates leads to the corresponding sulfones and sulfonamides, two pharmacophores routinely encountered in drug discovery.
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