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通过二氧化硫插入的多组分反应实现烯烃的邻位双官能化

Vicinal Difunctionalization of Alkenes through a Multicomponent Reaction with the Insertion of Sulfur Dioxide.

作者信息

Zhang Jun, An Yuanyuan, Wu Jie

机构信息

Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, P. R. China.

出版信息

Chemistry. 2017 Jul 18;23(40):9477-9480. doi: 10.1002/chem.201702190. Epub 2017 Jun 27.

Abstract

A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, alkenes, and hydroxylamines under mild conditions is accomplished. No catalyst or additive is needed for the vicinal difunctionalization of alkenes with the insertion of sulfur dioxide. Not only DABCO⋅(SO ) (DABCO=1,4-diazabicyclo[2.2.2]octane) but also potassium metabisulfite (K S O ) is effective in this transformation. The multicomponent reaction proceeds efficiently at room temperature with broad substrate scope, leading to the corresponding products in good yields.

摘要

实现了芳基四氟硼酸重氮盐、二氧化硫、烯烃和羟胺在温和条件下的四组分反应。烯烃与二氧化硫插入的邻位双官能化反应无需催化剂或添加剂。不仅1,4-二氮杂双环[2.2.2]辛烷二亚砜(DABCO = 1,4-diazabicyclo[2.2.2]octane),连焦亚硫酸钾(K₂S₂O₅)在该转化中也有效。该多组分反应在室温下高效进行,底物范围广,能以良好的产率得到相应产物。

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