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Metal-free selective acylation reaction of aliphatic alcohols in neutral condition

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Abstract

In this report, a simple method is reported for the acylation of aliphatic alcohols via a metal-free acylation of aliphatic alcohols with succinic anhydride in neutral condition. By presented method, various acylated aliphatic alcohols are obtained in good to excellent yields. To understand the selectivity of the reaction in the presence of CTAB, a competitive experiment reaction of a mixture 1:1 of p-methoxybenzyl alcohol and phenol with succinic anhydride was examined. The method is simple work-up, mild reaction conditions, moderate to good yields, selective for aliphatic alcohols, and a useful contribution to previously reported methodologies.

Graphical abstract

In this report, a simple method is reported for the acylation of aliphatic alcohols via a metal-free acylation of aliphatic alcohols with succinic anhydride in neutral condition. By presented method, various acylated aliphatic alcohols are obtained in good to excellent yields with high selectivity.

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Acknowledgements

The authors gratefully acknowledge support by the Institute for Advanced Studies in Basic Sciences (IASBS) Research Council under Grant No. G2021IASBS31101.

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Authors and Affiliations

  1. Department of Chemistry, Institute for Advanced Studies in Basic Sciences, Gava Zang, Zanjan, 45137-66731, Iran

    Babak Kaboudin, Rasul Pourbafarani, Sajedeh Alavi & Foad Kazemi

  2. School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan

    Hiroshi Aoyama

Authors
  1. Babak Kaboudin
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  2. Rasul Pourbafarani
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  3. Sajedeh Alavi
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  4. Foad Kazemi
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Correspondence to Babak Kaboudin.

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Kaboudin, B., Pourbafarani, R., Alavi, S. et al. Metal-free selective acylation reaction of aliphatic alcohols in neutral condition. J IRAN CHEM SOC 20, 629–635 (2023). https://doi.org/10.1007/s13738-022-02694-6

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