Cascade Photoredox/Iodide Catalysis: Access to Difluoro-γ-lactams via Aminodifluoroalkylation of Alkenes

被引：103

作者：

Zhang, Muliang ^{[1
]}

Li, Weipeng ^{[1
]}

Duan, Yingqian ^{[1
]}

Xu, Pan ^{[1
]}

Zhang, Songlin ^{[1
]}

Zhu, Chengjian ^{[1
,2
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China

[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 13期

基金：

中国国家自然科学基金;

关键词：

C-H FUNCTIONALIZATION; ARYL BORONIC ACIDS; VISIBLE-LIGHT; ETHYL BROMODIFLUOROACETATE; MERGING PHOTOREDOX; ELECTRON-TRANSFER; CARBOXYLIC-ACIDS; NICKEL CATALYSIS; DIFLUOROALKYLATION; DIFLUOROMETHYLATION;

D O I：

10.1021/acs.orglett.6b01515

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel cascade photoredox/iodide catalytic system enables the alkene to serve as a radical acceptor capable of achieving aminodifluoroalkylation of alkenes. Cheap iodide salts play a vital role in this reaction, which could tune carbocation reactivity through reversible C-I bond formation for controlling reaction selectivity, and a series of competitive reactions are completely eliminated in the presence of multiple reactivity pathways. The present dual catalytic protocol affords a very convenient method for direct synthesis of various difluoro-gamma-lactams from simple and readily available starting materials under mild reaction conditions.

引用

页码：3266 / 3269

页数：4

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