Assembly of 3-sulfonated 2H-pyrrol-2-ones through the insertion of sulfur dioxide with allenoic amides  

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作  者:Kaida Zhou Jianqiang Chen Jie Wu 

机构地区:[1]School of Pharmaceutical and Materials Engineering&Institute for Advanced Studies,Taizhou University,Taizhou 318000,China [2]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

出  处:《Chinese Chemical Letters》2020年第12期2996-2998,共3页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China(Nos.21871053 and 21532001);the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang(No.2019R01005)。

摘  要:Generation of 3-sulfonated 2 H-pyrrol-2-ones through a three-component reaction of allenoic amides,sulfur dioxide,and aryldiazonium tetrafluoroborates under metal-free conditions is achieved.This transformation proceeds under mild conditions without the addition of catalysts or additives,giving rise to 3-sulfonated 2 H-pyrrol-2-ones in moderate to good yields.Good functional group compatibility is observed.A plausible mechanism is proposed,which is initiated by aryl radicals formed in situ from aryldiazonium tetrafluoroborates and DABCO·(SO2)2.Additionally,excellent chemoselectivity and regioselectivity are presented in this transformation.

关 键 词:Allenoic amide Aryldiazonium tetrafluoroborate 3-Sulfonated 2H-pyrrol-2-one Sulfur dioxide METAL-FREE 

分 类 号:O626.13[理学—有机化学]

 

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