Nickel‐Catalyzed Selective Synthesis of α‐Alkylated Ketones via Dehydrogenative Cross‐Coupling of Primary and Secondary Alcohols

Herein, we describe an isolable, air‐stable, homogeneous, nickel catalyst that performs dehydrogenative cross‐coupling reaction between secondary and primary alcohols to result α‐alkylated ketone products selectively. The sequence of steps involve in this one‐pot reaction is dehydrogenation of both...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 364; no. 1; pp. 47 - 52
Main Authors Bains, Amreen K, Biswas, Ayanangshu, Adhikari, Debashis
Format Journal Article
LanguageEnglish
Published Heidelberg Wiley Subscription Services, Inc 04.01.2022
Subjects
Alcohol
Alcohols
Aldehydes
Alkylation
Chemical synthesis
Condensates
Cross coupling
Dehydrogenation
Ketones
Nickel
nickel catalysis
radical reaction
secondary alcohols
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Summary:Herein, we describe an isolable, air‐stable, homogeneous, nickel catalyst that performs dehydrogenative cross‐coupling reaction between secondary and primary alcohols to result α‐alkylated ketone products selectively. The sequence of steps involve in this one‐pot reaction is dehydrogenation of both alcohols, condensation between the ketone and the aldehyde, and hydrogenation of the in situ‐generated α,β‐unsaturated ketone. Preliminary mechanistic investigation hints a radical mechanism following borrowing hydrogen reaction.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202101077