Photocatalytic Generation of Carbocation from Thiols and Application to Cross-Nucleophile Coupling

被引：2

作者：

Liang, Ge ^{[1
,2
]}

Wang, Shu ^{[1
,2
]}

Zhou, Chao ^{[1
,2
]}

Ye, Chen ^{[1
,2
]}

Chen, Bin ^{[1
,2
]}

Tung, Chen-Ho ^{[1
,2
]}

Wu, Li-Zhu ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, New Cornerstone Sci Lab, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Sch Future Technol, Beijing 100049, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 20期

基金：

中国国家自然科学基金;

关键词：

PHOTOREDOX;

D O I：

10.1021/acs.orglett.4c01261

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Represented herein is a simple thiol identified as an effective precursor to photochemically form a carbocation. Thanks to the thiyl radical rapid transformation to disulfide, which serves not only to stabilize the generated thiyl radical but also to allow the second electron transfer to form a carbocation. The resulting carbocations, including primary benzylic, secondary, and tertiary carbocations, can smoothly couple with nitrogen, oxygen, and carbon nucleophilic coupling partners as well as complex drug molecules, accompanied by elemental sulfur formation in air.

引用

页码：4286 / 4291

页数：6

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