Intramolecular reactions of N-nitrenes: evidence for non-concerted addition to alkenes
Abstract
Intramolecular N-nitrene addition in 2-(hepta-1,6-diene-4-yl)-3-aminoquinazolone derivatives gives aziridines stereospecifically in good yield; the regio-specificity (or lack of it) is rationalised in terms of a non-concerted addition proceeding by electrophilic attack of the nitrene on the alkene double bond via a 7-membered transition state.