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Sulfated polyborate: A mild, efficient catalyst for synthesis of N-tert-butyl/N-trityl protected amides via Ritter reaction

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Abstract

Rapid, efficient and inexpensive method for synthesis of N-tert-butyl/N-trityl protected amides via Ritter reaction of nitriles with tertiary alcohols in the presence of a sulfated polyborate catalyst under solvent-free conditions is described. The catalyst has the advantage of Lewis as well as Bronsted acidity and recyclability without significant loss in catalytic activity along with easy work-up, short reaction time and good to excellent yields.

An efficient, eco-friendly, inexpensive and recyclable sulfated polyborate catalyst was applied for the preparation of N-tert-butyl/N-trityl protected amides via Ritter reaction of various nitriles with tertiary alcohols. The key advantages of the present method are short reaction time, high yields, easy workup, recyclability of catalyst and ability to tolerate a variety of functional groups which gives economical as well as ecological rewards.

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Figure 1
Scheme 1
Scheme 2

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Acknowledgements

The authors are grateful to University Grants Commission (UGC), New Delhi, India for the financial support.

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Authors and Affiliations

  1. Department of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Mumbai, Maharashtra, 400 019, India

    KRISHNA S INDALKAR, CHETAN K KHATRI & GANESH U CHATURBHUJ

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  1. KRISHNA S INDALKAR
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  2. CHETAN K KHATRI
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  3. GANESH U CHATURBHUJ
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Correspondence to GANESH U CHATURBHUJ.

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Supplementary Information (SI)

Full experimental details, FTIR,1H and13C NMR spectra of compounds are presented in Supplementary Information, which is available at www.ias.ac.in/chemsci.

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INDALKAR, K.S., KHATRI, C.K. & CHATURBHUJ, G.U. Sulfated polyborate: A mild, efficient catalyst for synthesis of N-tert-butyl/N-trityl protected amides via Ritter reaction. J Chem Sci 129, 415–420 (2017). https://doi.org/10.1007/s12039-017-1257-7

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  • DOI: https://doi.org/10.1007/s12039-017-1257-7

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