Photoinduced Regioselective Perfluoroalkylation/Cyclization Cascade of 3-Aza-1,5-Dienes: Access to Pentasubstituted 3-Perfluoroalkyl-1,3-Dihydropyrrol-2-Ones

被引：3

作者：

Yang, Ruihan ^{[1
]}

Chen, Danna ^{[1
]}

Lin, Shiyi ^{[1
]}

Yang, Xuege ^{[1
]}

Shi, Lou ^{[1
]}

Chang, Qiaowen ^{[2
]}

Liang, Deqiang ^{[1
]}

机构：

[1] Kunming Univ, Sch Chem & Chem Engn, Yunnan Key Lab Met Organ Mol Mat & Device, 2 Puxin Rd, Kunming 650214, Yunnan, Peoples R China

[2] Kunming Inst Precious Met, State Key Lab Adv Technol Comprehens Utilizat Plat, 988 Keji Rd, Kunming 650106, Yunnan, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 26卷 / 31期

基金：

中国国家自然科学基金;

关键词：

alkenes; cyclization; fluorine; heterocycles; photocatalysis; C-H; FLUOROALKYLATION; TRANSFORMATION; CYCLIZATION; CHEMISTRY; MECHANISM; ALKENES; ALKYNES; AMIDE;

D O I：

10.1002/ejoc.202300528

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A visible light-induced perfluoroalkylative cyclization of 3-aza-1,5-dienes leading to pentasubstituted 1,3-dihydropyrrole-2-ones is presented. The reaction is regiospecific, for the radical adds across the acrylamido moiety, whereas the enaminic double bond functions as a built-in radical trap. It could be carried out on a 2-gram scale, and the sunlight is a usable light source. Other virtues of the protocol include a short reaction time, a low catalyst loading, mild conditions and a broad substrate scope.

引用

页数：6

共 92 条

[91] Intermolecular 1,2-Difunctionalization of Alkenes Enabled by Fluoroamide-Directed Remote Benzyl C(sp3)-H Functionalization [J].