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Metal- and Additive-Free Intermolecular Aziridination of Olefins Using N-Boc-O-tosylhydroxylamine

Jawahar L. Jat, Bhoopendra Tiwari, Dinesh Chandra, Puneet Kumar, Vikram Singh

2022Synthesis22 citationsDOI

Abstract

Abstract A metal and additive-free stereospecific direct N-H and N-Me aziridination of inactivated olefins is disclosed using N-Boc-O-tosyl­hydroxylamine (TsONHBoc) as an aminating agent in hexafluoroisopropanol (HFIP). The use of TsONHBoc, which generates the free aminating agent in situ under the reaction conditions, has several inherent advantages over other similar agents, such as low cost, easy access, and stability (non-explosiveness) during storage over a longer time.

Topics & Concepts

ChemistryHydroxylamineStereospecificityIntermolecular forceCombinatorial chemistryMetalReagentTosylOrganic chemistryPolymer chemistryMoleculeCatalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Metal- and Additive-Free Intermolecular Aziridination of Olefins Using N-Boc-O-tosylhydroxylamine | Litcius