Rhodium(III)-Catalyzed Conjugate Addition of β-CF3-Enones with Quinoline N-Oxides

被引：5

作者：

Ko, Nayoung ^{[1
]}

Min, Jeonghyun ^{[1
]}

Moon, Junghyea ^{[1
]}

Ismail, Nuraimi Farwizah ^{[1
,2
]}

Moon, Kyeongwon ^{[1
]}

Singh, Pargat ^{[1
]}

Mishra, Neeraj Kumar ^{[1
]}

Lee, Wonsik ^{[1
]}

Kim, In Su ^{[1
]}

机构：

[1] Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea

[2] Univ Brunei Darussalam, Inst Hlth Sci, PAPRSB, Bandar Seri Begawan, Brunei

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 01期

基金：

新加坡国家研究基金会;

关键词：

C-H BONDS; C(SP(3))-H ALKYLATION; 8-METHYLQUINOLINES; FLUORINE; TRIFLUOROMETHYLATION; ALLYLATION; ACTIVATION; KETONES;

D O I：

10.1021/acs.joc.2c02659

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The site-selective incorporation of a trifluoromethyl group into biologically active molecules and pharmaceuticals has emerged as a central topic in medicinal chemistry and drug discovery. Herein, we demonstrate the rhodium(III)-catalyzed conjugate addition of fi-trifluoromethylated enones with quinoline N-oxides, which result in the generation of fi-trifluoromethyl-fi '- quinolinated ketones. The reaction proceeds under mild conditions with complete functional group tolerance. The synthetic applicability was showcased by successful gram-scale experiments and valuable synthetic transformations of coupling products.

引用

页码：602 / 612

页数：11

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