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Synthesis of Α,β‐unsaturated Ketones with Secondary Alcohols and Aldehydes Catalyzed by Fe(acac)3

ChemistrySelect(2022)

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摘要
An efficient and environmentally friendly methodology for the direct synthesis of alpha,beta-unsaturated ketones by cross-coupling of secondary alcohols and aldehydes is developed. The transformation is based on Fe(acac)(3)-catalyzed Oppenauer oxidation and Claisen-Schmidt reaction, in which aldehydes are used as oxidants to oxidize secondary alcohols to ketones, and then in situ condensation with aldehydes to form alpha,beta-unsaturated ketones. The reaction proceeds under base-free conditions with a wide range of substrates and good compatibility of functional groups. Gram-scale experiments show the good applicability of this method.
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关键词
base-free,Fe(acac)(3),secondary alcohols,Oppenauer oxidation,alpha,beta-unsaturated ketones
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