Visible-light-induced radical cascade reaction to prepare oxindoles via alkyl radical addition to N-arylacryl amides

被引：7

作者：

Cheng, Hanchao ^{[1
]}

Luo, Yunfeng ^{[1
]}

Lam, Tsz-Lung ^{[2
]}

Liu, Yungen ^{[1
]}

Che, Chi-Ming ^{[1
,2
,3
,4
]}

机构：

[1] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China

[2] Univ Hong Kong, Dept Chem, State Key Lab Synthet Chem, Pokfulam Rd, Hong Kong, Peoples R China

[3] HKU Shenzhen Inst Res & Innovat, Shenzhen 518057, Guangdong, Peoples R China

[4] Lab Synthet Chem & Chem Biol Ltd, Units 1503-1511,15-F,Bldg 17W,Hong Kong Sci Pk, Hong Kong, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 21期

关键词：

EFFICIENT APPROACH; DIFUNCTIONALIZATION; INSERTION; CYCLIZATION; ISOCYANIDE; ALKENES;

D O I：

10.1039/d2qo01140a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we describe a photochemical approach towards oxindoles by the radical cascade reaction of alpha,beta-unsaturated N-arylacryl amides with alkyl bromides or iodides upon visible light irradiation. This transition metal- and photosensitizer-free protocol afforded diverse oxindoles with C3 quaternary centers in high product yields under mild reaction conditions. Importantly, the method was applicable to prepare the core skeletons of (+/-)-physovenine, (+/-)-esermethole and (+/-)-physostigmine.

引用

页码：5962 / 5968

页数：7

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