Conversion of N-aromatic amides to O-aromatic esters

被引：37

作者：

Glatzhofer, DT ^{[1
]}

Roy, RR ^{[1
]}

Cossey, KN ^{[1
]}

机构：

[1] Univ Oklahoma, Dept Chem & Biochem, Norman, OK 73019 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 14期

关键词：

D O I：

10.1021/ol026051d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] N-Aromatic secondary amides can be transformed into O-aromatic esters in high yield via N-nitrosamide intermediates. The amides can be generated in situ from the corresponding aromatic amines or nitro compounds, and phenols can easily be made from the esters. The reaction can be modified by addition of methyl methacrylate or toluene at 0 degreesC to give polymerization or deamination, respectively. The rearrangement mechanism may involve radical formation and recombination.

引用

页码：2349 / 2352

页数：4

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