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
收藏
页码：5768 / 5771
页数：4
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