Direct Synthesis of 3-Acylindoles through Rhodium(III)-Catalyzed Annulation of N-Phenylamidines with α-Cl Ketones

被引：60

作者：

Zhou, Jianhui ^{[1
]}

Li, Jian ^{[2
,3
]}

Li, Yazhou ^{[2
,3
]}

Wu, Chenglin ^{[2
,3
]}

He, Guoxue ^{[2
,3
]}

Yang, Qiaolan ^{[2
,3
]}

Zhou, Yu ^{[2
,3
]}

Liu, Hong ^{[2
,3
]}

机构：

[1] Nanchang Univ, Sch Pharm, 461 Bayi Rd, Nanchang 330006, Jiangxi, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Receptor Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 23期

基金：

中国国家自然科学基金;

关键词：

FRIEDEL-CRAFTS ACYLATION; INDOLE SYNTHESIS; H ACTIVATION; RH(III)-CATALYZED SYNTHESIS; EFFICIENT SYNTHESIS; DIAZO-COMPOUNDS; ALKYNES; ROUTE; BOND; FUNCTIONALIZATION;

D O I：

10.1021/acs.orglett.8b03383

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the present study, a novel synthetic strategy to directly produce versatile 3-acylindoles through Rh(III)-catalyzed C-H activation and annulation cascade of N-phenylamidines with alpha-Cl ketones was developed, in which alpha-Cl ketones serve as unusual one-carbon (sp(3)) synthons. This strategy features high regioselectivity, efficiency, wide substrate tolerance, and mild reaction conditions, which further underscore its synthetic utility in drug molecule synthesis.

引用

页码：7645 / 7649

页数：5

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