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Journal Article
Research Support, Non-U.S. Gov't
Copper-Catalyzed C(sp)-C(sp 3 ) Coupling of Terminal Alkynes with Alkylsilyl Peroxides via a Radical Mechanism.
Organic Letters 2018 March 3
A copper-catalyzed C(sp)-C(sp3 ) coupling reaction between terminal alkynes and alkylsilyl peroxides is reported. In the presence of a copper catalyst and 4-dimethylaminopyridine, the reaction smoothly affords a variety of internal alkynes by coupling alkylsilyl peroxides and terminal alkynes. Mechanistic studies suggest that the reaction proceeds via a radical mechanism, whereby the alkyl radicals are generated from the alkylsilyl peroxides. The present transformation represents a rare example of a radical-mediated C(sp)-C(sp3 ) coupling reaction of terminal alkynes.
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