Tetrahedron

New methodology for the preparation of quinazoline derivatives via tandem Aza-Wittig/heterocumulene-mediated annulation. Synthesis of 4 (3H)-quinazolinones, …

P Molina, M Alajarín, A Vidal

Index: Molina, Pedro; Alajarin, Mateo; Vidal, Angel Tetrahedron, 1989 , vol. 45, # 13 p. 4263 - 4286

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Citation Number: 76

Abstract

The aza-Wittig reaction of iminophosphoranes derived from N-substituted o- azidobenzamides, 2-(o-azidophenyl)-benzimidazole,-benzothiazole or-3, 1-benzoxazin-4- one with heterocumulenes leads to functionalized quinazolines. Iminophosphoranes 9, derived from N-substituted o-azidobenzamides, react under mild conditions with isocyanates to form 4H-3, 1-benzoxazine-4-imines 11 which are converted into 2-substituted-4 (3H)- ...