Copper Nitrate Mediated Regioselective Difunctionalization of Alkenes with N-Fluorobenzenesulfonimide: A Direct Approach to β-Aminonitrates

被引：1

作者：

Zhou, Kaijing ^{[1
]}

Yin, Li ^{[1
]}

Guo, Ying ^{[1
]}

Ding, Chang-Hua ^{[1
]}

Xu, Bin ^{[1
,2
]}

机构：

[1] Shanghai Univ, Affiliated Nantong Hosp, Shanghai Engn Res Ctr Organ Repair,Sch Med, Innovat Drug Res Ctr,Dept Chem,Peoples Hosp Nanto, Shanghai 200444, Peoples R China

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

来源：

SYNTHESIS-STUTTGART | 2023年 / 55卷 / 05期

基金：

中国国家自然科学基金;

关键词：

copper nitrate; difunctionalization; alkenes; aminonitrates; N-fluorobenzenesulfonimide; TERT-BUTYL NITRITE; ALKYNES; OXYAMINATION; ALCOHOLS; ARYLCYCLOPROPANES; AMINOFLUORINATION; AMINOCHLORINATION; AMINOOXYGENATION; AMINOCYANATION; AMINOAZIDATION;

D O I：

10.1055/a-1942-7033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper nitrate mediated difunctionalization of alkenes with N-fluorobenzenesulfonimide (NFSI) has been developed for the direct synthesis of.-aminonitrates in moderate to excellent yields with high regioselectivity. This reaction proceeds through a radical process, where copper nitrate is used as the nitrate source and NFSI as the nitrogen source. The given protocol provides a direct access to functionalized nitrates with operational simplicity, good functional group tolerance, and a wide substrate scope. The reaction can be performed on a gram scale and the synthetic utility of the product is demonstrated.

引用

页码：744 / 754

页数：11

共 98 条

[1] SOLUTION PROPERTIES OF ANHYDROUS COPPER NITRATE IN ETHYL ACETATE, METHYL CYANIDE, AND NITROMETHANE [J].