Regioselective C-H chalcogenylation and halogenation of arenes and alkenes under metal-free conditions

被引：3

作者：

Li, Bin ^{[1
,2
]}

Hu, Mingli ^{[1
,2
]}

Ge, Jun ^{[1
,2
]}

Xu, Wei ^{[1
,2
]}

Wu, Jinghan ^{[1
,2
]}

Tong, Yao ^{[1
,2
]}

Zhao, Zhengyi ^{[1
,2
]}

Liu, Xiuxiu ^{[1
,2
]}

He, Ling ^{[1
,2
]}

机构：

[1] Sichuan Univ, Sichuan Engn Lab Plant Sourced Drug, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist,Dept Med Chem,West China Sch Pharm, Chengdu 610041, Sichuan, Peoples R China

[2] Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, West China Sch Pharm, Dept Med Chem, Chengdu 610041, Sichuan, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 14期

基金：

美国国家科学基金会;

关键词：

DIRECT SELENATION; SELENIUM; 1,3,4-OXADIAZOLES; CHALCOGENATION; THIOLATION; CATALYST; DESIGN; SYSTEM; BONDS;

D O I：

10.1039/d3ob00150d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of direct Csp(2)-H chalcogenylation and halogenation of N-arylpyrrolidone under the action of PIFA without a directing group and under metal-free conditions were reported in this paper. Diphenyl selenide/sulfur and selenium phenyl halides were used as reaction reagents to obtain chalcogenylated and halogenated N-arylpyrrolidone products, respectively. The mechanistic studies indicated that a radical pathway was likely involved in these reactions. Preliminary antitumor tests showed that these compounds have moderate to potent activities against human acute leukemia cells K562 in vitro, which may be used as lead compounds for subsequent research.

引用

页码：2910 / 2916

页数：7

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