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Issue 25, 2020
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Sulfated tungstate/dioxygen: a new catalytic system for oxysulfonylation of styrenes to form β-keto sulfones†

Ganesh D. Wagh,a   Snehalata B. Autade,a   Raghavendra V. Kulkarnib  and  Krishnacharya G. Akamanchi ORCID logo *c  
Author affiliations

* Corresponding authors

a Department of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga, Mumbai 400019, India

b BLDEA's SSM College of Pharmacy & Research Centre, Vijayapur, India

c Department of Allied Health Sciences, Shri B. M. Patil Medical College, Hospital and Research Centre, BLDE Deemed to be University, Vijayapur, India
E-mail: kgap@rediffmail.com

Abstract

A new system for synthesis of a wide range of β-keto sulfones using sulfated tungstate as a heterogeneous catalyst and oxygen as an environmentally benign oxidant with aryl hydrazides and styrenes as reacting counterparts has been developed. The preliminary experimental results support the involvement of free radical species. Thus, aryl sulfonyl free radicals, generated by oxidation of aryl sulfonyl hydrazides, subsequently undergo a tandem addition to styrenes to form intermediate benzyl free radicals, and oxygen capture and oxidation to furnish β-keto sulfones. The method is mild and efficient with easy workup procedures. The catalyst is recyclable.

Graphical abstract: Sulfated tungstate/dioxygen: a new catalytic system for oxysulfonylation of styrenes to form β-keto sulfones

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Supplementary files

Article information

https://doi.org/10.1039/D0NJ01763A
Submitted
08 Apr 2020
Accepted
25 May 2020
First published
27 May 2020
New J. Chem., 2020,44, 10554-10561
Article type
Paper
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Sulfated tungstate/dioxygen: a new catalytic system for oxysulfonylation of styrenes to form β-keto sulfones

G. D. Wagh, S. B. Autade, R. V. Kulkarni and K. G. Akamanchi, New J. Chem., 2020, 44, 10554
DOI: 10.1039/D0NJ01763A

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