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Decarboxylative Negishi Coupling of Redox‐Active Aliphatic Esters by Cobalt Catalysis
Author(s) -
Liu XuGe,
Zhou ChuJun,
Lin E.,
Han XiangLei,
Zhang ShangShi,
Li Qingjiang,
Wang Honggen
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806799
Subject(s) - negishi coupling , alkyl , chemistry , catalysis , cobalt , aryl , combinatorial chemistry , ligand (biochemistry) , redox , coupling reaction , reagent , reaction conditions , organic chemistry , biochemistry , receptor
A cobalt‐catalyzed decarboxylative Negishi coupling reaction of redox‐active aliphatic esters with organozinc reagents was developed. The method enabled efficient alkyl–aryl, alkyl–alkenyl, and alkyl–alkynyl coupling reactions under mild reaction conditions with no external ligand or additive needed. The success of an in situ activation protocol and the facile synthesis of the drug molecule (±)‐preclamol highlight the synthetic potential of this method. Mechanistic studies indicated that a radical mechanism is involved.