Facile synthesis of 1,4-benzothiazin-3-ones from Cu-catalyzed coupling of 2-iodoanilines and 2-mercaptoacetate

被引：13

作者：

Huang, Wei-Sheng ^{[1
]}

Xu, Rongsong ^{[1
]}

Dodd, Rory ^{[1
]}

Shakespeare, William C. ^{[1
]}

机构：

[1] ARIAD Pharmaceut Inc, Cambridge, MA 02139 USA

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 38期

关键词：

1,4-Benzothiazin-3-one; Cu-catalysis; C-S bond formation; Heterocycle synthesis; ONE-POT SYNTHESIS; ARYL IODIDES; SMILES REARRANGEMENT; AMINO-ACID; DERIVATIVES; INHIBITORS; THIOLS; EFFICIENT; HALIDES;

D O I：

10.1016/j.tetlet.2013.07.059

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthesis of 1,4-benzothiazin-3-ones was developed from Cu-catalyzed coupling of readily available substituted 2-iodoanilines with 2-mercaptoacetate. The new method offers clear advantages over existing approaches for its one-step simple operation, wider reaction scope, and moderate to excellent isolated yields. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：5214 / 5216

页数：3

共 22 条

[21] One-Pot Synthesis of Benzo[1,4]thiazin-3(4H)-ones and a Theoretical Study of the S-N Type Smiles Rearrangement Mechanism [J].