Direct Transfer of the Sulfonylimino Group of Imino-λ3-Bromane to N-Heterocycles and Trialkylamines: Synthesis of N-Iminoammonium Ylides under Metal-Free Conditions

Exposure of N-heterocycles and aliphatic trialkylamines to trifluoromethanesulfonylimino-λ3-bromane at room temperature results in direct transfer of the sulfonylimino group to the nitrogen atoms and affords a variety of iminoammonium ylides under transition-metal-free conditions. The imino-λ3-bromane probably serves as an active nitrenoid species without any activation and produces the ammonium ylides via a bimolecular nucleophilic substitution process.

室温下，N-杂环和脂肪族三烷基胺与三氟甲磺酰亚胺-λ3-溴烷的暴露作用，导致磺酰亚胺基团直接转移至氮原子，并在无过渡金属的条件下生成多种亚胺铵类烯醇醚。三氟甲磺酰亚胺-λ3-溴烷可能作为一种无需激活的活泼亚胺类物种发挥作用，通过双分子亲核取代反应产生亚胺铵类烯醇醚。