1,2-Dicarbofunctionalization of Trifluoromethyl Alkenes with Pyridinium Salts via a Cycloaddition/Visible-Light-Enabled Fragmentation Cascade

被引：15

作者：

Chen, Shu-Jie ^{[1
]}

Chen, Guo-Shu ^{[1
]}

Deng, Tao ^{[2
]}

Li, Jia-Hui ^{[1
]}

He, Zhi-Qing ^{[1
]}

Liu, Li-Shan ^{[1
]}

Ren, Hai ^{[3
]}

Liu, Yun-Lin ^{[1
,3
]}

机构：

[1] Guangzhou Univ, Sch Chem & Chem Engn, Guangzhou 510006, Peoples R China

[2] Guangzhou Univ Chinese Med, Inst Trop Med, Guangzhou 510006, Peoples R China

[3] Guizhou Med Univ, State Key Lab Funct & Applicat Med Plants, Guiyang 550014, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 02期

关键词：

FLUORINE; PHOTOCYCLIZATION; ACCESS;

D O I：

10.1021/acs.orglett.1c04148

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Although trifluoromethyl alkenes have great synthetic potential, their 1,2-difunctionalization has been a challenge. In this Letter, we disclose the first 1,2-dicarbofunctionalization of trifluoromethyl alkenes with pyridinium salts via a cascade process involving a base-promoted [3 + 2] cycloaddition followed by a visible-light-mediated Norrish-type-II fragmentation. This protocol allows for the formation of pyridines bearing a trifluoromethyl-substituted quaternary center in moderate to excellent yields under mild conditions.

引用

页码：702 / 707

页数：6

共 19 条

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