A simple synthesis of 2-substituted-4H-3,1-benzoxazin-4-ones by palladium-catalyzed cyclocarbonylation of o-iodoanilines with acid chlorides

被引：63

作者：

Larksarp, C ^{[1
]}

Alper, H ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 10期

关键词：

D O I：

10.1021/ol990258y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One-pat reaction of o-iodoanilines with acid chlorides and carbon monoxide, in the presence of a palladium catalyst and diisopropylethylamine, regioselectively affords 2-substituted-4H-3,1-benzoxazin-4-ones in good to excellent yields. The reaction is believed to proceed via in situ amide formation from an o-iodoaniline and an acid chloride, followed by oxidative addition to Pd(0), CO insertion, and intramolecular cyclization to form the 2-substituted-4H-3,1-benzoxazin-4-one derivatives.

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页码：1619 / 1622

页数：4

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