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Nickel‐Catalyzed C‐O Cross‐Coupling Reaction at Low Catalytic Loading with Weak Base Participation
Author(s) -
Wu Fan,
Zhu Kejie,
Wu Guolin,
Gao Yu,
Chen Haijun
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901851
Subject(s) - chemistry , catalysis , nickel , nitro , aryl , coupling reaction , weak base , base (topology) , coupling (piping) , functional group , medicinal chemistry , reaction conditions , combinatorial chemistry , photochemistry , polymer chemistry , organic chemistry , mechanical engineering , mathematical analysis , alkyl , polymer , mathematics , engineering
Herein, we report a nickel‐catalyzed crossing‐coupling reaction for the synthesis of diaryl ethers. The desired products are achieved by coupling heterocyclic alcohols with aryl bromides bearing strong electron withdrawing nitro group under the catalyst system of NiCl 2 (PPh 3 ) 2 and weak base KHCO 3 . This mild reaction exhibits a broad functional group tolerance. Compound 4 as an important intermediate is suitable for further structural modification of MALT1 inhibitor MI‐2.