Iodine-catalyzed direct C-H thiolation of imidazo [1,5-a]quinolines for the synthesis of 3-sulfenylimidazo[1,5-a]quinolines

被引：34
作者：
Wu, Song-Song [1 ]
Feng, Cheng-Tao [1 ]
Hu, Di [2 ]
Huang, Ye-Kai [1 ]
Li, Zhong [1 ]
Luo, Zai-Gang [1 ]
Ma, Shi-Tang [3 ]
机构：
[1] Anhui Univ Sci & Technol, Sch Chem Engn, Huainan 232001, Anhui, Peoples R China
[2] Harbin Univ Commerce, Sch Pharm, Harbin 150076, Heilongjiang, Peoples R China
[3] Anhui Sci & Technol Univ, Coll Food & Drug, Fengyang 233100, Anhui, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 07期
关键词：
S BOND FORMATION; REGIOSELECTIVE SULFENYLATION; ARYLSULFONYL CHLORIDES; OXIDATIVE AMINATION; AMINO-ACIDS; FUNCTIONALIZATION; RADICALS; SULFIDES; HETEROARENES; ABSTRACTION;
D O I：
10.1039/c6ob02736a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An iodine-catalyzed regioselective sulfenylation of imidazo[1,5-a]quinolines was developed under metaland oxidant-free reaction conditions. Using disulfides or thiophenols as sulfenylating agents, 3-sulfenyl-imidazo[1,5-a]quinoline derivatives were obtained in good to excellent yields with broad functional group tolerance. A multi-component reaction to generate 1-sulfenylated imidazo[1,5-a]pyridines is also described. Preliminary biological evaluation showed that some of the 3-sulfenylated imidazo[1,5-a] quinolines had significant anticancer activity.
引用
收藏
页码：1680 / 1685
页数：6
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