Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C–O Bond Cleavage | Zendy

Mamoru Tobisu | Zendy; Tsuyoshi Takahira | Zendy; Naoto Chatani | Zendy

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Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C–O Bond Cleavage

Author(s) -

Mamoru Tobisu,

Tsuyoshi Takahira,

Naoto Chatani

Publication year - 2015

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.5b02200

Subject(s) - chemistry , alkyl , aryl , reagent , catalysis , bond cleavage , nickel , cleavage (geology) , ligand (biochemistry) , molecule , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry , geotechnical engineering , fracture (geology) , engineering

Nickel-catalyzed cross-coupling of methoxyarenes with alkyl Grignard reagents, which involves the cleavage of the C(aryl)-OMe bond, has been developed. The use of 1,3-dicyclohexylimidazol-2-ylidene as a ligand allows the introduction of a variety of alkyl groups, including Me, Me3SiCH2, ArCH2, adamantyl, and cyclopropyl. The method can also be used for the alkylative elaboration of complex molecules bearing a C(aryl)-OMe bond.

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