Journal
GREEN CHEMISTRY
Volume 22, Issue 23, Pages 8238-8242Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0gc03135f
Keywords
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Funding
- National Key Research and Development Program of China [2017YFD0200500]
- NSFC [21971065, 21722202, 21672069, 21871089]
- STCSM [20XD1421500, 20JC1416800, 18JC1415600]
- Innovative Research Team of High-Level Local Universities in Shanghai [SSMU-ZLCX20180501]
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A sustainable and mild one-step strategy is explored for the synthesis of aryl and alkyl sulfonic acids using a facile combination of halides and sulfur dioxide surrogates under air. The cheap industrial material thiourea dioxide was employed as an eco-friendly and easy-handling sulfur dioxide surrogate, while air was used as a green oxidant. Both aryl and alkyl sulfonic acids were obtained under transition metal-catalyzed or transition metal-free conditions. Mechanistic studies demonstrated that sulfinate was involved as an intermediate in this transformation. Notably, this protocol has been applied to the late-stage sulfonation of the drugs naproxen, isoxepac and ibuprofen.
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