Synthesis of phenyliodine(III) bis(3-bromopropionate) for an organocatalyzed Markovnikov-type bromo-aminoxidation of vinylarenes  

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作  者:Nagaraju Sakkani Dhiraj K.Jha Nouraan Sadiq Parisa Sharif John C.G.Zhao 

机构地区:[1]Department of Chemistry,University of Texas at San Antonio,One UTSA Circle,San Antonio,TX 78249-0698,USA

出  处:《Green Synthesis and Catalysis》2023年第4期316-320,共5页绿色合成与催化(英文)

基  金:This research was financially supported by the Welch Foundation(No.AX-1593);The authors also thank the National Science Foundation(No.CHE 1664278)for a post-doctoral support.

摘  要:An organocatalytic Markovnikov-type bromo-aminoxidation of styrene derivatives was achieved by using in-situgenerated bromine and N-oxyl radicals,and the desired products were obtained in moderate to good yields.The bromine radical was generated from phenyliodine(III)bis(3-bromopropionate)through consecutive decarboxylation and deethylenation reactions via an organocatalytic SET process.Phenyliodine(III)bis(3-bromopropionate)also served as the oxidant for the generation of the N-oxyl radicals,while the N-oxyl radical was also crucial for the generation of the keyβ-enaminyl radical intermediate that was required for the SET process.

关 键 词:ORGANOCATALYSIS Phenyliodine(III)dicarboxylate Bromo-aminoxidation STYRENE Radical decarboxylation SET reaction 

分 类 号:O62[理学—有机化学]

 

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