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Green procedures for the chemoselective synthesis of acylals and their cleavage promoted by recoverable sulfonic acid based nanoporous carbon (CMK-5-SO3H)

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Abstract

A selective synthesis of gem-diacetates from the reaction of aldehydes and acetic anhydride in the presence of recyclable nanoporous solid sulfonic acid (CMK-5-SO3H) under solvent-free reaction conditions is reported. The catalyst was also found to be highly active for deprotection of resulting acylals in water.

Recyclable nanoporous solid sulfonic acid (CMK-5-SO3H)-catalyzed synthesis of gem-diacetates from the reaction of aldehydes and acetic anhydride under solvent-free reaction conditions are reported. The catalyst was also found to be highly active for deprotection of resulting acylals in water.

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Acknowledgements

The authors acknowledge the Islamic Azad University of Qaemshahr Research Councils for support of this work.

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Correspondence to DARYOUSH ZAREYEE.

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Supplementary Information

Schematic preparation of CMK-5-SO3H (figure S1), TGA (figure S2), BJH (figure S3), N2 ads-des (figure S4), and XRD diagrams for CMK-5 (figure S5) and CMK-5-SO3H (figure S6), TEM image for recovered catalyst (figure S7) and copy of 1H and 13C spectra for some products are available at www.ias.ac.in/chemsci.

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ZAREYEE, D., MIRZAJANZADEH, E. & KHALILZADEH, M.A. Green procedures for the chemoselective synthesis of acylals and their cleavage promoted by recoverable sulfonic acid based nanoporous carbon (CMK-5-SO3H). J Chem Sci 127, 1229–1234 (2015). https://doi.org/10.1007/s12039-015-0884-0

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  • DOI: https://doi.org/10.1007/s12039-015-0884-0

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