Nickel‐Catalyzed Benzylation of C−H Bonds in Aromatic Amides with Benzyltrimethylammonium Halides | Zendy

Sasagawa Akane | Zendy; Yamaguchi Mao | Zendy; Ano Yusuke | Zendy; Chatani Naoto | Zendy

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Nickel‐Catalyzed Benzylation of C−H Bonds in Aromatic Amides with Benzyltrimethylammonium Halides

Author(s) -

Sasagawa Akane,

Yamaguchi Mao,

Ano Yusuke,

Chatani Naoto

Publication year - 2017

Publication title -

israel journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.908

H-Index - 54

eISSN - 1869-5868

pISSN - 0021-2148

DOI - 10.1002/ijch.201700044

Subject(s) - chemistry , halide , moiety , catalysis , nickel , alkylation , medicinal chemistry , denticity , derivative (finance) , organic chemistry , functional group , combinatorial chemistry , crystal structure , financial economics , economics , polymer

Nickel‐catalyzed benzylation reactions of C−H bonds in aromatic amides with benzyltrimethylammonium halides are developed by using a 5‐chloro‐8‐aminoquinoline derivative as a bidentate directing group. Benzylation occurs selectively at the ortho‐C−H bonds in aromatic amides, and no methylation was detected. The presence of a 5‐chloro‐8‐aminoquinoline moiety is essential for the success of this reaction, in which a variety of functional groups can be tolerated.

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