Niobium-Catalyzed Intramolecular Addition of O-H and N-H Bonds to Alkenes: A Tool for Hydrofunctionalization

被引：34

作者：

Ferrand, Laura ^{[1
]}

Tang, Yue ^{[1
]}

Aubert, Corinne ^{[1
]}

Fensterbank, Louis ^{[1
]}

Mouries-Mansuy, Virginie ^{[1
]}

Petit, Marc ^{[1
]}

Amatore, Muriel ^{[1
]}

机构：

[1] UPMC Univ Paris 06, Sorbonne Univ, Inst Parisien Chim Mol, UMR CNRS 8232, Case 229,4 Pl Jussieu, F-75252 Paris 05, France

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 08期

关键词：

INTERMOLECULAR HYDROAMINATION REACTIONS; BRONSTED ACID CATALYSIS; TRIFLATE IONIC LIQUIDS; UNACTIVATED OLEFINS; ORGANIC-SYNTHESIS; 2+2+2 CYCLOADDITION; CARBOXYLIC-ACIDS; HYDROALKOXYLATION; HYDROAMIDATION; PENTACHLORIDE;

D O I：

10.1021/acs.orglett.7b00657

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient, versatile, and easy to handle intramolecular hydrofunctionalization of alkenes (C-O and C-N bonds formation) is reported using a novel niobium-based catalytic system. This atom economic and eco-friendly methodology provides an additional synthetic tool for the straightforward formation of valuable building blocks enabling molecular complexity. Various pyran, furan, pyrrolidine, piperidine, lactone, and lactam derivatives as well as spirocyclic compounds are produced in high yields and selectivities.

引用

页码：2062 / 2065

页数：4

共 69 条

[1] TiCl4-catalyzed intermolecular hydroamination reactions of norbornene [J].