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A Simple Iron-Catalyst for Alkenylation of Ketones Using Primary Alcohols.

ABSTRACT: Herein, we developed a simple iron-catalyzed system for the ?-alkenylation of ketones using primary alcohols. Such acceptor-less dehydrogenative coupling (ADC) of alcohols resulted in the synthesis of a series of important ?,?-unsaturated functionalized ketones, having aryl, heteroaryl, alkyl, nitro, nitrile and trifluoro-methyl, as well as halogen moieties, with excellent yields and selectivity. Initial mechanistic studies, including deuterium labeling experiments, determination of rate and order of the reaction, and quantitative determination of H₂ gas, were performed. The overall transformations produce water and dihydrogen as byproducts.

SUBMITTER: Sk M

PROVIDER: S-EPMC7181299 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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A Simple Iron-Catalyst for Alkenylation of Ketones Using Primary Alcohols.

Sk Motahar M Kumar Ashish A Das Jagadish J Banerjee Debasis D

Molecules (Basel, Switzerland) 20200330 7

Herein, we developed a simple iron-catalyzed system for the α-alkenylation of ketones using primary alcohols. Such acceptor-less dehydrogenative coupling (ADC) of alcohols resulted in the synthesis of a series of important α,β-unsaturated functionalized ketones, having aryl, heteroaryl, alkyl, nitro, nitrile and trifluoro-methyl, as well as halogen moieties, with excellent yields and selectivity. Initial mechanistic studies, including deuterium labeling experiments, determination of rate and ord ...[more]

PMID: 32235642

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