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

页码：1680 / 1685

页数：6

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