Copper-catalyzed tandem aryl-halogen hydroxylation and CH2Cl2-based N,O-acetalization toward the synthesis of 2,3-dihydrobenzoxazinones

被引：20

作者：

Chen, Xuwen ^{[1
]}

Hao, Wenyan ^{[1
]}

Liu, Yunyun ^{[1
]}

机构：

[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 16期

基金：

中国国家自然科学基金;

关键词：

C-C; 2-SUBSTITUTED 2,3-DIHYDRO-4H-1,3-BENZOXAZIN-4-ONES; BENZOFURAN DERIVATIVES; EFFICIENT SYNTHESIS; COUPLING REACTIONS; DOMINO REACTIONS; METHYLENE DONOR; ACYL CHLORIDES; HALIDES; PHENOLS;

D O I：

10.1039/c7ob00625j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The concise synthesis of 2,3-dihydro-4H-benzo[e][1,3]oxazin-4-ones has been accomplished by copper-catalyzed tandem reactions of o-halobenzamides, LiOH and dichloromethane. The arylhalogen bond hydroxylation and subsequent N,O-acetalization on CH2Cl2 are enabled under catalytic conditions which allows the generation of C(sp(2))-O, C(sp(3))-O and C(sp(3))-N bonds to give the target products.

引用

页码：3423 / 3426

页数：4

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