Unexpected Decarboxamidation of a-Arylsulfonyl Weinreb Amides by Grignard Reagents: Synthesis of a-Disubstituted Arylsulfones  

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作  者:LIU Wei LI Houying QIN Haijuan ZHAO Wei ZHOU Chen JIANG Shengping YANG Cheng 

机构地区:[1]College of Science [2]Material Science & Chemical Engineering Institute [3]Analysis Center, Tianjin University of Science and Technology, Tianjin 300457, P. R. China [4]Analysis Center, Tianjin University of Science and Technology, Tianfin 300457, P R. China [5]College of Pharmacy, Nankai University, Tianfin 300071, P.. R. China

出  处:《Chemical Research in Chinese Universities》2017年第2期213-220,共8页高等学校化学研究(英文版)

摘  要:An unexpected decarboxamidation of a-arylsulfonyl Weinreb amides as a side reaction under the standardacylating conditions was found in Weirtreb amides chemistry. The control experiments for mechanism study disclosedthat a-sulfo group was necessary, and a-quaternary carbon was the key factor for the reaction. Meanwhile, an effi-cient method was established for the preparation of secondary alkyl arylsulfones by this unexpected C--C bondcleavage reaction using excess Grignard reagent.

关 键 词:Weinreb AMIDE SULFONE GRIGNARD REAGENT C--C bond CLEAVAGE Decarboxamidation 

分 类 号:O[理学]

 

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