Alkyne and reversible nitrile activation: N,N'-diamidocarbene-facilitated synthesis of cyclopropenes, cyclopropenones, and azirines.


We report the synthesis of a variety of diamidocyclopropenes by combining an isolable and readily accessible N,N'-diamidocarbene (DAC) with a range of alkynes (nine examples, 68-97% yield). Subsequent hydrolysis of selected cyclopropenes afforded the corresponding cyclopropenones or α,β-unsaturated acids, depending on the reaction conditions. In addition… (More)
DOI: 10.1021/ja3014105


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