Hypervalent Iodonium Alkynyl Triflate Generated Phenylcyanocarbene and Its Reactivity with Aromatic Systems

Phenylcyanocarbene was generated by the reaction of azide with a hypervalent iodonium alkynyl triflate and reacted in situ with 21 different carbocyclic and heterocyclic aromatic compounds. These reactions led to more complex products that frequently underwent subsequent rearrangements. The reactivity was further explored in a mechanistic study to ascertain the chemoselectivity and stereospecificity.

苯基氰代卡宾（Phenylcyanocarbene）由叠氮化物与高价碘鎓炔基三氟甲磺酸盐的反应生成，并与21种不同的碳环及杂环芳香族化合物发生原位反应。此类反应可得到结构更为复杂的产物，这类产物通常会发生后续重排。本研究通过机理研究对该反应的反应活性进行了进一步探索，以明确其化学选择性与立体专一性。