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<i>N</i>‑Tosyl-3-Azacyclohexyne. Synthesis and Chemistry of a Strained Cyclic Ynamide

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The first synthesis of a strained six-membered cyclic ynamide is described. N-Tosyl-3-azacyclohexyne is generated via fluoride-promoted 1,2 elimination under conditions that allow trapping of the strained heterocyclic alkyne in a variety of addition, insertion, and [2 + 2], [3 + 2], and [4 + 2] cycloaddition reactions.

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2014-11-05
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