Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: synthesis of quinazolinones containing the CF2R group

被引：101

作者：

Yang, Jin ^{[1
]}

Sun, Bin ^{[2
]}

Ding, Hao ^{[1
]}

Huang, Pan-Yi ^{[1
]}

Tang, Xiao-Li ^{[1
]}

Shi, Rong-Cheng ^{[1
]}

Yan, Zhi-Yang ^{[2
]}

Yu, Chuan-Ming ^{[1
]}

Jin, Can ^{[1
,2
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou, Peoples R China

[2] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou, Peoples R China

来源：

GREEN CHEMISTRY | 2021年 / 23卷 / 01期

基金：

中国国家自然科学基金;

关键词：

VISIBLE-LIGHT; ENERGY-TRANSFER; PHOTOCHEMICAL ALKYLATION; PHOTOCATALYST; HETEROARENES; ELECTRON; TRANSFORMATIONS; DEOXYVASICINONE; MACKINAZOLINONE; RUTAECARPINE;

D O I：

10.1039/d0gc03761c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel photo-triggered self-catalyzed fluoroalkylation/cyclization of quinazolinones containing unactivated alkenes with various fluoroalkyl bromides has been developed. This transformation exhibits excellent substrate generality with respect to both the coupling partners. Of note is that this is the first example describing the C-sp(3)-Br bond homolysis of alkyl bromides via a substrate (quinazolinones) induced energy transfer process. Additionally, the mild conditions, tolerance to a wide range of functional groups and operational simplicity make this protocol practical for the synthesis of fluorine-containing ring-fused quinazolinones.

引用

页码：575 / 581

页数：7

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