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Ni-catalyzed regiodivergent hydrophosphorylation of enynes

作     者:Sa-Na Yang Shao-Han Sun Chang-Hui Liu Xiang-Ting Min Boshun Wan Ding-Wei Ji Qing-An Chen Sa-Na Yang;Shao-Han Sun;Chang-Hui Liu;Xiang-Ting Min;Boshun Wan;Ding-Wei Ji;Qing-An Chen

作者机构:Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China University of Chinese Academy of SciencesBeijing 100049China 

出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))

年 卷 期:2023年第34卷第6期

页      面:301-305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:Financial support from Dalian Outstanding Young Scientific Talent(No.2020RJ05) the National Natural Science Foundation of China(Nos.22071239,21971234)。 

主  题:Regiodivergent Hydrophosphorylation Nickel catalysis Enynes 

摘      要:A regiodivergent hydrophosphorylation of enynes with phosphites has been developed using earthabundant nickel catalyst.The manipulation of regioselectivity can be achieved by regulating the insertion order of alkyne bonds with(RO)_(2)P(O)-Ni-H or R_(2)P(O)O-Ni-H species,respectively.Under the Ni/Xantphos catalysis,4,1-hydrophosphorylation is selectively obtained while the adding of acid can promote reactions towards 1,2-addition.By employing an additional Pd-H catalysis,2,1-hydrophosphorylation is also an accessible task in one-pot reaction.Mechanistic studies and analysis have also been performed to interpret the origin of the regioselective regulation.This work highlights the arts in accessing different regioisomers by diverting common elementary reaction steps.

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