Synergistic Pd/Cu-catalyzed regio-and stereoselective cascade Heck cyclization/borylation/cross-coupling  

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作  者:Yifan Wang Yuanyuan Ping Wangqing Kong 

机构地区:[1]The Institute for Advanced Studies(IAS),Wuhan University.Wuhan 430072,China

出  处:《Chinese Chemical Letters》2023年第12期166-171,共6页中国化学快报(英文版)

基  金:financial support from the National Natural Science Foundation of China(No.22171215);the Excellent Youth Foundation of Hubei Scientific Committee(No.2022CFA092);the GuangDong Basic and Applied Basic Research Foundation(No.2022A1515110113).

摘  要:A cooperative Pd/Cu-catalyzed three-component cross-coupling reaction of alkynes,B_(2)Pin_(2) and alkene-tethered aryl halides is reported.This reaction proceeds under mild conditions and shows broad sub-strate scope,providing a variety of heterocycles containing tetrasubstituted alkenylboronate moieties in synthetically useful yields with excellent chemoselectivity and regioselectivity.This transformation fea-tures the catalytic generation ofβ-borylalkenylcopper intermediates and their use in Pd-catalyzed Heck cyclization/cross-couplings.An enantioselective cascade cyclization/cross-coupling process has also been developed for the synthesis of enantiomerically enriched oxindole bearing a tetrasubstituted alkenyl-boronate moiety.

关 键 词:Palladium/copper catalysis Heck cyclization Alkene difunctionalization CROSS-COUPLING BORYLATION 

分 类 号:O621.251[理学—有机化学]

 

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