Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains | Zendy

Xiangqian Liu | Zendy; Jiaqi Jia | Zendy; Magnus Rueping | Zendy

Open Access

Nickel-Catalyzed C–O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains

Author(s) -

Xiangqian Liu,

Jiaqi Jia,

Magnus Rueping

Publication year - 2017

Publication title -

acs catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 4.898

H-Index - 198

ISSN - 2155-5435

DOI - 10.1021/acscatal.7b00941

Subject(s) - chemistry , aryl , alkyl , bond cleavage , moiety , alkylation , catalysis , nickel , functional group , coupling reaction , organic chemistry , combinatorial chemistry , polymer

Two efficient protocols for the nickel-catalyzed aryl–alkyl cross-coupling reactions using esters as coupling components have been established. The methods enable the selective oxidative addition of nickel to acyl C–O and aryl C–O bonds and allow the aryl–alkyl cross-coupling via decarbonylative bond cleavage or through cleavage of a C–O bond with high efficiency and good functional group compatibility. The protocols allow the streamlined, unconventional utilization of widespread ester groups and their precursors, carboxylic acids and phenols, in synthetic organic chemistry.

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