Selective catalytic synthesis of α-alkylated ketones and β-alkylated secondary alcohols via hydrogen-borrowing

A group of three Ir-( iii ) complexes supported by a picolinamidato moiety was prepared. These complexes were shown to be efficient catalysts for α-alkylation of ketones and β-alkylation of secondary alcohols with primary alcohols in the presence of a catalytic amount of the Cp*Ir( iii ) catalyst an...

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Bibliographic Details
Published in:New journal of chemistry 2023-07, Vol.47 (29), p.13655-13660
Main Authors: Bakibillah, Md, Reja, Sahin, Sarkar, Kaushik, Mukherjee, Deboshmita, Kumar Das, Rajesh
Format: Article
Language:English
Subjects:
Alcohols
Alkylation
Catalysts
Chemical synthesis
Covalent bonds
Hydrogen
Ketones
Toluene
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Summary:A group of three Ir-( iii ) complexes supported by a picolinamidato moiety was prepared. These complexes were shown to be efficient catalysts for α-alkylation of ketones and β-alkylation of secondary alcohols with primary alcohols in the presence of a catalytic amount of the Cp*Ir( iii ) catalyst and t BuOK in toluene at 110 °C via hydrogen-borrowing and produced substituted ketone products in good to excellent yields. This new C–C bond-forming reaction needs very small amounts of catalyst and base and produces only H 2 O as a by-product, making it an appealing and environmentally friendly protocol that allows for the “green” synthesis of ketone derivatives.
ISSN:1144-0546
1369-9261
DOI:10.1039/D3NJ02295A