Intramolecular reactions of N-nitrenes: oxidation of 3-amino-2-(arylalkyl) quinazolones

…, JR Malpass, KL Woodthorpe

Index: Atkinson, Robert S.; Malpass, John R.; Woodthorpe, Katherine L. Journal of the Chemical Society, Chemical Communications, 1981 , # 4 p. 160 - 162

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Abstract

Summary Oxidation of the title compounds yields N- nitrenes which react intramolecularly with electron-rich aryl groups via 7-membered transition states ; substituent effects are in accord with an electrophilic aromatic substitution rather than concerted addition. ... 3-AMINOQUINAZOLONE (1) is one member of a family of N-aminoheterocyclic compounds from which N-nitrenes are generated by 0xidation.l These nitrenes have singlet ground states and react ...