C-S Coupling Reaction of Heteroaromatic Compounds via Copper Catalyst

被引：5

作者：

Zhang, Bianxiang ^{[1
]}

Chen, Kai ^{[1
]}

Yang, Lihua ^{[1
]}

Zhang, Ruijie ^{[1
]}

Zhang, Lina ^{[1
]}

Shi, Ruixue ^{[1
]}

机构：

[1] Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 35卷 / 04期

关键词：

aryl thioether; benzo heterocyclic compounds; diphenyl disulfide; HPLC; ADHESION MOLECULE-1 INTERACTION; P-ARYLTHIO CINNAMIDES; RECENT PROGRESS; BOND FORMATION; DISULFIDES; HALIDES; ANTAGONISTS; 3-SULFENYL; OXIDATION; EFFICIENT;

D O I：

10.6023/cjoc201410009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this study, the direct copper-catalyzed C-S coupling reaction of heterocyclic compounds with diphenyl disulfide, without the existence of ligands and alkalis, has been developed. It showed that the yield of target product was 89.9% when the reaction was carried out at 110 degrees C, the reaction time was 12 h, dimethylsulfoxide (DMSO) was used as solvents, and the molar ratio of heterocyclic compound to biphenyl disulfide was 2 : 1. The structures of the target products were confirmed with H-1 NMR and C-13 NMR. The effects of various conditions on the reaction were investigated by high performance liquid chromatography (HPLC) analysis and its reaction mechanism was discussed.

引用

页码：905 / 909

页数：5

共 34 条

[31] Iodine-Catalyzed Regioselective Sulfenylation of Indoles with Sulfonyl Hydrazides
Yang, Fu-Lai
Tian, Shi-Kai
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (18) : 4929 - 4932
[32] Base-Free Cu(II)-Catalyzed Coupling Reaction of Arylboronic Acids and Thiols
Yang, Minghua
Pei, Ji
Yan, Guobing
Weng, Qiuyue
[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (02) : 343 - 347
[33] Progress in Synthesis and Reaction of S-Benzothiophenium Salts
Zhang, Bianxiang
Chang, Jiao
Yang, Qi
Wu, Qun
[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (06) : 1150 - 1156
[34] Copper-Catalyzed Double C-S Bonds Formation via Different Paths: Synthesis of Benzothiazoles from N-Benzyl-2-iodoaniline and Potassium Sulfide
Zhang, Xiaoyun
Zeng, Weilan
Yang, Yuan
Huang, Hui
Liang, Yun
[J]. ORGANIC LETTERS, 2014, 16 (03) : 876 - 879

← 1 2 3 4 →