Intramolecular reactions of N-nitrenes: oxidation of 3-amino-2-(arylalkyl)quinazolin-4(3H)-ones
Abstract
Oxidation of the title compounds yields N-nitrenes which react intramolecularly with methoxy-substituted aryl rings. The particular substitution pattern in the aryl rings which is required for effective trapping of the nitrene is in accord with an electrophilic aromatic substitution by the latter via a 7-membered transition state rather than a concerted addition.