Access to functionalized 4-benzylidene-4H-benzo[d][1,3]thiazines via tandem addition-cyclization/cross-coupling reactions

被引：20

作者：

Ding, Qiuping ^{[1
,2
]}

Liu, Xianjin ^{[1
,2
]}

Yu, Jinsheng ^{[1
,2
]}

Zhang, Qiulan ^{[3
]}

Wang, Dan ^{[1
,2
]}

Cao, Banpeng ^{[1
,2
]}

Peng, Yiyuan ^{[1
,2
]}

机构：

[1] Jiangxi Normal Univ, Key Lab Funct Small Organ Mol, Minist Educ, Nanchang 330022, Jiangxi, Peoples R China

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

[3] Nanchang Univ, State Key Lab Food Sci & Technol, Nanchang 330047, Peoples R China

来源：

TETRAHEDRON | 2012年 / 68卷 / 21期

基金：

中国国家自然科学基金;

关键词：

2-Alkynylbenzenamine; Crossing-coupling reaction; Reductive coupling reaction; Benzo[d][1,3]thiazine; SULFUR-CONTAINING HETEROCYCLES; LAWESSONS REAGENT; QUINOLINES; 2-ALKYNYLBENZENAMINES; 3,1-BENZOTHIAZINES; ALCOHOLS; INDOLES;

D O I：

10.1016/j.tet.2012.03.098

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tandem addition-cyclization reactions of various 2-alkynylbenzenamines with CS2 lead to the formation of 2-mercapto-4-benzylidene-4H-benzo[d][1,3]thiazines under mild conditions. The reactions showed moderate to excellent yields and were highly regiospecific, and only the six-membered ring was generated via 6-exo-dig S-cyclization. The reaction can be transferred to highly functionalized 4-benzylidene-4H-benzo[d][1,3]thiazines via Cut-catalyzed crossing-coupling and reductive coupling reactions. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：3937 / 3941

页数：5

共 46 条

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