4.8 Article

A Novel Synthetic Route to 3-Sulfenyl- and 3-Selenylindoles by n-BU4NI-Induced Electrophilic Cyclization

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ORGANIC LETTERS
卷 11, 期 1, 页码 173-176

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AMER CHEMICAL SOC
DOI: 10.1021/ol8021287

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  1. National Institute of General Medical Sciences [GM070620, GM079593]
  2. National Institutes of Health Kansas University Center of Excellence for Chemical Methodologies and Library Development [P50 GM069663]
  3. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [P50GM069663, P41GM079593, R01GM070620] Funding Source: NIH RePORTER

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3-Sulfenyl- and 3-selenylindoles are prepared In excellent yields by the palladium/copper-catalyzed crossing coupling of N,N-dialkyl-o-iodoanilines and terminal alkynes, followed by electrophilic cyclization with arylsulfenyl chlorides and arylselenyl chlorides in the presence of a stoichiometric amount of n-Bu4NI.

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