Nickel-catalyzed electrochemical reductive relay cross-coupling of alkyl halides with alkyl carboxylic acids

A highly regioselective Ni-catalyzed electrochemical (undivided cell) reductive relay cross-coupling between alkyl carboxylic acids and alkyl bromides has been developed. This strategy allows the direct acylation of benzylic C(sp(3))-H bonds in good yields from commercially available alkyl carboxyli...

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Bibliographic Details
Published inORGANIC CHEMISTRY FRONTIERS Vol. 8; no. 23; pp. 6603 - 6608
Main Authors Jiao, Ke-Jin, Ma, Cong, Liu, Dong, Qiu, Hui, Cheng, Bin, Mei, Tian-Sheng
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 23.11.2021
Royal Society of Chemistry
Subjects
Acylation
Bromides
Carboxylic acids
Chemistry
Chemistry, Organic
Cross coupling
Electrochemistry
Functional groups
Halides
Ketones
Nickel
Organic chemistry
Physical Sciences
Relay
Science & Technology
FUNCTIONALIZATION
MILD
KETONE SYNTHESIS
ESTERS
CHLORIDES
ARYL
REMOTE
BROMIDES
ELECTROPHILES
HYDROARYLATION
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Summary:A highly regioselective Ni-catalyzed electrochemical (undivided cell) reductive relay cross-coupling between alkyl carboxylic acids and alkyl bromides has been developed. This strategy allows the direct acylation of benzylic C(sp(3))-H bonds in good yields from commercially available alkyl carboxylic acids, thus providing an alternative strategy for the synthesis of dialkyl ketones. Various functional groups are tolerated under mild reaction conditions.
ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/d1qo01219c