Copper-Catalyzed Cascade Syntheses of 2H-benzo[b][1,4]thiazin-3(4H)-ones and Quinoxalin-2(1H)-ones through Capturing S and N Atom Respectively from AcSH and TsNH2

被引：72

作者：

Chen, Dingben ^{[1
,2
]}

Wang, Zhi-Jing ^{[1
]}

Bao, Weiliang ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Zhejiang, Peoples R China

[2] Taizhou Univ, Coll Pharmaceut & Chem Engn, Linhai 317000, Zhejiang, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 16期

基金：

高等学校博士学科点专项科研基金;

关键词：

ALDOSE REDUCTASE INHIBITOR; ONE-POT SYNTHESIS; QUINOXALINONE DERIVATIVES; COUPLING REACTIONS; PHASE SYNTHESIS; EFFICIENT; 1,4-BENZOTHIAZINE; CYCLIZATION; AGENTS;

D O I：

10.1021/jo101253a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed cascade method has been developed to synthesize the 2H-benzo[b][1,4]thiazin-3(4H)-ones from 2-halo-N-(2-halophenyl)-acetamides 1 and AcSH via the S(N)2/deacetylation/coupling process, and to synthesize the quinoxalin-2(1H)-ones from 1 and TsNH2 via the S(N)2/coupling/desulfonation process. The target products were obtained with diversity at three positions on their scaffolds.

引用

页码：5768 / 5771

页数：4

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