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Green and cost effective protocol for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines by using sawdust sulphonic acid

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Abstract

A heterogeneous solid acid catalyst has been prepared by covalent grafting of chlorosulphonic acid on the surface of sawdust (SD-OSO3H). The structure of the prepared catalyst was assessed by FT-IR, solid state CP/MAS 13C-NMR spectroscopy, field emission scanning electron microscopy and energy dispersive X-ray. The catalytic performance of the solid acid catalyst has been evaluated in the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines. High conversion, shorter reaction time, cleaner reaction profile, environmentally benign solvent, simple experimental and work-up procedure, and reusability of catalyst are the striking features of our synthetic route.

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Acknowledgements

One of the authors (SSK) is indebted to UGC, New Delhi for a Teacher Fellowship [F. No. 30-35/14 (WRO) dated: 11th June 2014] under the Faculty Development Programme. SSK is also thankful to the Principal, Abasaheb Marathe Arts & New Commerce, Science College, Rajapur, Ratnagiri, for encouragement and the Sophisticated Instruments Facility Centre, IISc, Bangalore, for providing spectral facilities.

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Authors and Affiliations

  1. Department of Chemistry, Rajaram College, Kolhapur, Maharashtra, 416004, India

    Shrikrishna Karhale, Monika Patil & Vasant Helavi

  2. Abasaheb Marathe Arts and New Commerce, Science College, Rajapur, Ratnagiri, India

    Shrikrishna Karhale

  3. Department of Chemistry, Shivaji University, Kolhapur, Maharashtra, 416004, India

    Gajanan Rashinkar

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  1. Shrikrishna Karhale
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Correspondence to Vasant Helavi.

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Karhale, S., Patil, M., Rashinkar, G. et al. Green and cost effective protocol for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines by using sawdust sulphonic acid. Res Chem Intermed 43, 7073–7086 (2017). https://doi.org/10.1007/s11164-017-3059-4

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