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An iron-catalyzed multicomponent reaction of cycloketone oxime esters, alkenes, DABCO·(SO_(2))_(2) and trimethylsilyl azide

作     者:Jun Zhang Junwei Wu Xiaotong Chang Peiqi Wang Jiemin Xia Jie Wu 

作者机构:School of Pharmaceutical and Materials Engineering&Institute for Advanced StudiesTaizhou UniversityJiaojiang 318000ZhejiangChina State Key Laboratory of Organometallic ChemistryShanghai Institute of Organic ChemistryChinese Academy of Sciences345 Lingling RoadShanghai 200032China School of Chemistry and Chemical EngineeringHenan Normal UniversityXinxiang 453007China 

出 版 物:《Organic Chemistry Frontiers》 (有机化学前沿(英文))

年 卷 期:2022年第9卷第4期

页      面:917-922页

核心收录:

学科分类:07[理学] 070303[理学-有机化学] 0703[理学-化学] 

基  金:The financial support from the National Natural Science Foundation of China(No.21871053) the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang(No.2019R01005) the Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal University(2020ZD04)is gratefully acknowledged. 

主  题:azide ketone esters 

摘      要:An iron-catalyzed four-component reaction of cycloketone oxime esters,alkenes,DABCO·(SO_(2))_(2) and tri-methylsilyl azide(TMSN_(3))is described.This multicomponent radical transformation presents excellent regio-and chemoselectivity,leading to a range of β-azidosulfones in moderate to excellent yields.In this protocol,the utilization of a sulfur dioxide surrogate of DABCO·(SO_(2))_(2) as the source of the sulfonyl group enables the reaction to proceed efficiently under mild conditions without the need for strong oxidants.Additionally,the products can be transformed intoβ-aminosulfones and other valuable sulfonyl-contain-ing nitrogen heterocycles.

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