4.7 Article

Copper-Catalyzed Oxidative Cyclization of Alkynes with Sulfonylhydrazides Leading to 2-Sulfonated 9H-pyrrolo[1,2-a]indol-9-ones

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JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 16, 页码 8761-8768

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01497

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  1. National Science Foundation [NSF 21472073, 21532001]

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A copper-catalyzed oxidative cyclization procedure has been developed for the production of 2-sulfonated 9H-pyrrolo[1,2-a]indol-9-ones via the direct sulfonylation of N-propargyl-substituted indoles with sulfonylhydrazides and tert-butyl hydroperoxide (TBHP). This novel protocol, which tolerates a broad range of functional groups, offers a simple, efficient, and atom-economical route to a series of fluorazones in good yields under mild conditions.

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