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Issue 7, 2018
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Metal-free synthesis of alkynyl alkyl selenides via three-component coupling of terminal alkynes, Se, and epoxides

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Abstract

A metal-free three-component coupling reaction of alkynes, Se powder and epoxides is described for the first time. This reaction provides an efficient and straightforward route for the preparation of alkynyl alkyl selenides via a double C–Se bond formation process. Preliminary investigations revealed that elemental Se played a dual role, first serving as an oxidant with the resulting selenide anion then reacting with epoxides to form an active dialkyl diselenide intermediate.

Graphical abstract: Metal-free synthesis of alkynyl alkyl selenides via three-component coupling of terminal alkynes, Se, and epoxides

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Publication details

The article was received on 31 Jan 2018, accepted on 27 Feb 2018 and first published on 03 Mar 2018


Article type: Paper
DOI: 10.1039/C8GC00341F
Citation: Green Chem., 2018,20, 1560-1563
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    Metal-free synthesis of alkynyl alkyl selenides via three-component coupling of terminal alkynes, Se, and epoxides

    G. Wu, L. Min, H. Li, W. Gao, J. Ding, X. Huang, M. Liu and H. Wu, Green Chem., 2018, 20, 1560
    DOI: 10.1039/C8GC00341F

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