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RhIII-Catalyzed Synthesis of Cyclopenta[b]carbazoles via Cascade C–H/C–C Bond Cleavage and Cyclization Reactions: Using Amide as a Traceless Directing Group

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journal contribution
posted on 2019-12-13, 17:04 authored by Yanwei Wang, Bin Li, Baiquan Wang
Rhodium-catalyzed cascade C–H/C–C cleavage and cyclization reactions of 3-amide substituted indoles with diynes to construct cyclopenta­[b]­carbazoles have been developed. A strategy amide worked as a novel traceless directing group along with C–C bond cleavage via Friedel–Crafts-retro reaction has been disclosed in this protocol. This method exhibits a broad substrate scope and tolerates various functional groups, furnishing the carbazole derivatives in good to high yields.

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