Acyl/aroyl Meldrum’s acid as an enol surrogate for the direct organocatalytic synthesis of α,β-unsaturated ketones |
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Authors: | Tushar M Khopade Prakash K Warghude Trimbak B Mete Ramakrishna G Bhat |
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Institution: | Department of Chemistry, Indian Institute of Science Education & Research (IISER), Pune 411008, Maharashtra, India |
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Abstract: | The operationally simple, robust and straightforward organocatalytic protocol is developed for the synthesis of E-selective α,β-unsaturated ketones. The method utilizes simple and easily accessible starting materials such as Meldrum’s acid, carboxylic acid, aldehyde and simple bifunctional amine catalyst. The tandem organocatalytic process utilizes acyl/aroyl Meldrum’s acid as an enol surrogate for the effective Doebner-Knoevenagel type condensation reactions. A wide variety of aldehydes, carboxylic acids and base sensitive functional groups are well tolerated under the mild reaction conditions. |
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Keywords: | Acyl/aroyl Meldrum’s acid Doebner-Knoevenagel condensation Enol surrogate Organocatalysis Corresponding author |
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