Dimethyl sulfoxide-aided copper(0)-catalyzed intramolecular decarbonylative rearrangement of N-aryl isatins leading to acridones  

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作  者:Hao Wu Nana Ma Mengxiao Song Guisheng Zhang 

机构地区:[1]Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals,Henan Key Laboratory of Organic Functional Molecules and Drug Innovation,School of Chemistry and Chemical Engineering,Henan Normal University,Henan 453007,China

出  处:《Chinese Chemical Letters》2020年第6期1580-1583,共4页中国化学快报(英文版)

基  金:National Natural Science Foundation of China(Nos.U1604285 and 21877206);the Program for Changjiang Scholars and Innovative Research Team in University of China(No.IRT1061);the 111 Project(No.D17007)。

摘  要:Described here is the first example of Cu(0)-catalyzed intramolecular decarbonylative rearrangements of readily available N-aryl isatins assisted by solvent dimethyl sulfoxide(DMSO)under air atmosphere and additive-free conditions leading to various biologically important acridones in good to excellent yields.This novel transformation is proposed to go through a sequential DMSO-aided Cu insertion into the amide C-N bond,CO extrusion,Cu migration,reductive elimination and DMSO-aided proton migration processes,involving multiple types of bond cleavage and formation in a single chemical step.

关 键 词:Cu(0)-catalyzed decarbonylation Decarbonylative rearrangements DMSO-aided reactions N-Aryl isatins ACRIDONES 

分 类 号:O621.251[理学—有机化学]

 

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