Cleavage of Carbon—Carbon Triple Bond: Direct Transformation of Alkynes to Nitriles.
TL;DR: In this article, it was shown that the reaction proceeds via an iodo vinyl azide as intermediate, derived from regioselective iodoazidation of the alkyne with NIS and trimethylsilyl azide.
Abstract: The novel catalyst-free carbon—carbon triple bond cleavage reaction probably proceeds via an iodo vinyl azide as intermediate, derived from regioselective iodoazidation of the alkyne with NIS and trimethylsilyl azide.
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TL;DR: A new cleavage reaction of carbon-carbon triple bonds proceeds efficiently with NIS and TMSN3, giving the corresponding nitriles in moderate to good yields.
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