An efficient approach to 4-chloro quinolines via TMSCl-mediated cascade cyclization of ortho-propynol phenyl azides

被引：16

作者：

Song, Xian-Rong ^{[1
]}

Li, Ren ^{[1
]}

Ding, Haixin ^{[1
]}

Chen, Xi ^{[1
]}

Yang, Tao ^{[1
]}

Bai, Jiang ^{[1
]}

Xiao, Qiang ^{[1
]}

Liang, Yong-Min ^{[2
]}

机构：

[1] Jiangxi Sci & Technol Normal Univ, Inst Organ Chem, Key Lab Organ Chem, Nanchang 330013, Jiangxi, Peoples R China

[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 09期

基金：

中国国家自然科学基金;

关键词：

DIHYDROOROTATE DEHYDROGENASE DHODH; HELIX DNA INTERCALATORS; N-BOND FORMATION; PROPARGYLIC ALCOHOLS; C-C; ENANTIOSELECTIVE SYNTHESIS; NONADJACENT STEREOCENTERS; CATALYZED REACTIONS; TANDEM REACTION; INHIBITORS;

D O I：

10.1039/c8qo00162f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient strategy for the synthesis of 4-chloro quinolines via the TMSCl-mediated cascade cyclization of easily prepared ortho-propynol phenyl azides is developed. This reaction proceeds smoothly in moderate to excellent yields with a wide range of substrate compatibility. TMSCl acted not only as a promoter, but also as a chloro source in this transformation. Moreover, the obtained 4-chloro quinolines could be further derivated in an array of palladium-catalyzed coupling and nucleophilic substitution reactions to construct potential biologically active and pharmaceutical molecules.

引用

页码：1537 / 1541

页数：5

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