Cross-Coupling of Amides with Alkylboranes via Nickel-Catalyzed C–N Bond Cleavage | Zendy

Xiangqian Liu | Zendy; ChienChi Hsiao | Zendy; Lin Guo | Zendy; Magnus Rueping | Zendy

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Cross-Coupling of Amides with Alkylboranes via Nickel-Catalyzed C–N Bond Cleavage

Author(s) -

Xiangqian Liu,

ChienChi Hsiao,

Lin Guo,

Magnus Rueping

Publication year - 2018

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.8b01021

Subject(s) - chemistry , catalysis , alkylation , nickel , bond cleavage , nucleophile , cleavage (geology) , functional group , coupling reaction , compatibility (geochemistry) , combinatorial chemistry , medicinal chemistry , organic chemistry , polymer , geotechnical engineering , geochemistry , fracture (geology) , engineering , geology

A protocol for the nickel-catalyzed alkylation of amides was established. The use of alkylboranes as nucleophilic partners allowed the use of mild reaction conditions and compatibility of various functional groups with respect to both coupling partners. The catalytic alkylation proceeded selectively at the amides in the presence of other functional groups as well as other carboxylic acid derived moieties.

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