Direct <i>N</i>-Me Aziridination of Enones
Jawahar L. Jat, Ajay Yadav, Chandra Bhan Pandey, Dinesh Chandra, Bhoopendra Tiwari
Abstract
The first direct general method for N-Me aziridination of electron-deficient olefins, enones, is described using N-methyl-O-tosylhydroxylamine as the aminating agent in the presence of a Cu(OTf)2 catalyst. The aziridination of vinyl ketones, hitherto unknown for N-Me as well as N-H, has been achieved efficiently. The open-flask reaction is stereospecific, operationally simple, and additive-free. It also efficiently affords N-H aziridinated products under a similar reaction condition.
Topics & Concepts
ChemistryStereospecificityCatalysisReaction conditionsSimple (philosophy)Organic chemistryMedicinal chemistryCombinatorial chemistryPhilosophyEpistemologySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques