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Direct Synthesis of Amides from Oxidative Coupling of Benzyl Alcohols and N-substituted Formamides Using a Co–Al Based Heterogeneous Catalyst

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Abstract

Present work reports the direct synthesis of amides from oxidative coupling of benzyl alcohols with various N-substituted formamides using a cobalt-hydrotalcite (Co-HT) derived catalyst. The Co-HT derived catalysts (Co-HT-2, Co-HT-3 and Co-HT-4 having Co2+/Al3+ molar ratio in the catalyst preparation mixture as 1/1, 2/1 and 3/1 respectively) were prepare following a co-precipitation method and characterized well by powder XRD, XPS, FEG-SEM, EDS, DTG–TGA, FT-IR and N2 physisorption measurements. A range of functional amides were obtained in good yields from oxidative coupling of various substituted benzyl alcohols and a range of N-substituted formamides using Co-HT-3 catalyst and oxidant TBHP. Mechanistic investigation suggests that the amidation reaction is associated with the formation and coupling of radical species. Furthermore, the Co-HT derived catalyst was easily recoverable and recyclable with retained high catalytic activity towards the oxidative coupling of benzyl alcohol with DMF.

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Acknowledgements

DDS is greatly thankful to the financial support provided by University Grants Commission, Govt. of India through the Dr. D. S. Kothari Post-Doctoral Fellowship.

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Authors and Affiliations

  1. Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai, Maharashtra, 400019, India

    Dnyaneshwar D. Subhedar, Shyam Sunder R. Gupta & Bhalchandra M. Bhanage

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  1. Dnyaneshwar D. Subhedar
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  2. Shyam Sunder R. Gupta
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  3. Bhalchandra M. Bhanage
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Correspondence to Bhalchandra M. Bhanage.

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Subhedar, D.D., Gupta, S.S.R. & Bhanage, B.M. Direct Synthesis of Amides from Oxidative Coupling of Benzyl Alcohols and N-substituted Formamides Using a Co–Al Based Heterogeneous Catalyst. Catal Lett 148, 3102–3111 (2018). https://doi.org/10.1007/s10562-018-2519-9

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  • DOI: https://doi.org/10.1007/s10562-018-2519-9

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