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Catalyst-free room-temperature decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids with N-fluorobenzenesulfonimide (NFSI) and diselenides

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Abstract

The combination of N-fluorobenzenesulfonimide (NFSI) with diselenides allowed the rapid decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids under catalyst-free room-temperature conditions. This reaction offers a novel and facile route to polyseleno-substituted enamines, which employs NFSI not only as a useful oxidant but also as an efficient amination reagent, displays a broad substrate scope and results in good to excellent yields. An electrophilic mechanism is proposed for the transformation.

Graphical abstract: Catalyst-free room-temperature decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids with N-fluorobenzenesulfonimide (NFSI) and diselenides

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Publication details

The article was received on 30 Oct 2017, accepted on 30 Dec 2017 and first published on 02 Jan 2018


Article type: Communication
DOI: 10.1039/C7GC03267F
Citation: Green Chem., 2018, Advance Article
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    Catalyst-free room-temperature decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids with N-fluorobenzenesulfonimide (NFSI) and diselenides

    Y. Wang, L. Liu, G. Wang, H. Ouyang and Y. Li, Green Chem., 2018, Advance Article , DOI: 10.1039/C7GC03267F

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