Aziridination of alkenes using 3-acetoxyaminoquinazolin-4-(3 H) ones in the presence of tertiary amines: evidence for an azaimide (N-nitrene) intermediate

RS Atkinson, E Barker

Index: Atkinson, Robert S.; Barker, Emma Journal of the Chemical Society, Chemical Communications, 1995 , # 8 p. 819 - 820

Full Text: HTML

Citation Number: 14

Abstract

Oxidation of certain heterocyclic N-amino compounds with lead tetraacetate (LTA) in the presence of alkenes gives aziridinesl (Scheme 1). ... 1 Scheme 1 The reactive intermediates in these aziridinations were thought to be N-nitrenes (azaimides) 1 but, at least for 2-substituted-3-aminoquinazolinones 2 (Scheme 2) are now known to be 3-acetoxyaminoquinazolinones 3.2 As a result, aziridination using 3 can be considered as the nitrogen analogue of epoxidation using peroxyacetic ...

Related Articles:

Aziridination of alkenes with N-substituted hydrazines mediated by iodobenzene diacetate

[Li, Jiayin; Liang, Jiang-Lin; Chan, Philip Wai Hong; Che, Chi-Ming Tetrahedron Letters, 2004 , vol. 45, # 12 p. 2685 - 2688]

Generation of oxynitrenes and confirmation of their triplet ground states

[Atkinson, Robert S.; Jones, David W.; Kelly, Brian J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 5 p. 1344 - 1346]

More Articles...