Catalyst-Free, Direct Electrochemical Tri- and Difluoroalkylation/Cyclization: Access to Functionalized Oxindoles and Quinolinones

被引：121

作者：

Ruan, Zhixiong ^{[1
,2
,3
,4
]}

Huang, Zhixing ^{[1
,2
,3
,4
]}

Xu, Zhongnan ^{[1
,2
,3
,4
]}

Mo, Guangquan ^{[1
,2
,3
,4
]}

Tian, Xu ^{[1
,2
,3
,4
]}

Yu, Xi-Yong ^{[1
,2
,3
,4
]}

Ackermann, Lutz ^{[5
]}

机构：

[1] Guangzhou Med Univ, Key Lab Mol Target, Guangzhou 511436, Guangdong, Peoples R China

[2] Guangzhou Med Univ, Clin Pharmacol, Guangzhou 511436, Guangdong, Peoples R China

[3] Guangzhou Med Univ, State Key Lab Resp Dis, Sch Pharmaceut Sci, Guangzhou 511436, Guangdong, Peoples R China

[4] Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Guangdong, Peoples R China

[5] Georg August Univ, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 04期

基金：

中国国家自然科学基金;

关键词：

RECENT PROGRESS; TRIFLUOROMETHYLATION REACTIONS; H FUNCTIONALIZATION; N-ARYLACRYLAMIDES; ALKENES; DIFLUOROMETHYLATION; CYCLIZATION; ANNULATION; TRIFLUOROMETHANESULFINATE; DIFUNCTIONALIZATION;

D O I：

10.1021/acs.orglett.9b00361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The catalyst-free electrochemical di- and trifluoromethylation/cyclization of N-substituted acrylamides was realized under external oxidant-free conditions. The strategy provides expedient access to fluoroalkylated oxindoles and 3,4-dihydroquinolin-2(1H)-ones with ample scope and broad functional group tolerance by mild, direct electrolysis of sodium sulfinates in an undivided cell. Detailed mechanistic studies provided strong support for a SET-based reaction manifold.

引用

页码：1237 / 1240

页数：4

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