Rearrangement of 4-imino-(1H,4H)-3,1-benzoxazine-2-ones to 2,4-quinazolinediones via an isocyanate carboxamide intermediate

被引：28

作者：

Azizian, J ^{[1
]}

Mehrdad, M ^{[1
]}

Jadidi, K ^{[1
]}

Sarrafi, Y ^{[1
]}

机构：

[1] Shahid Beheshti Univ, Fac Sci, Dept Chem, Tehran 19834, Iran

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 27期

关键词：

benzoxazines; carbamates; quinazolinones; rearrangements;

D O I：

10.1016/S0040-4039(00)00803-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 3-arylimino-2-indolinones 1 with m-chloroperbenzoic acid in CH2Cl2 or methanol at 0 degrees C leads to the corresponding 3-aryl-2,4(1H,3H)-quinazolinediones 4 and (2-arylcarbamoyphenyl)carbamic acid methyl ester 5, respectively. These conversions proceed through 4-arylimino-(1H,4H)-3,1-benzoxazin-2-one 2 and its ring-opened isocyanate carboxamide isomer 3 as key intermediates. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：5265 / 5268

页数：4

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