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Nitroepoxide ring opening with thionucleophiles in water: synthesis of α-xanthyl ketones, β-keto sulfones and β-keto sulfonic acids†
Elham Badali,Hossein Rahimzadeh,Ali Sharifi,Azizollah Habibi,Azim Ziyaei Halimehjani
Organic & Biomolecular Chemistry Pub Date : 06/16/2020 00:00:00 , DOI:10.1039/D0OB00941E
Abstract

Nitroepoxide ring opening with thionucleophiles such as potassium xanthates, sodium aryl sulfinates and sodium bisulfite in water is investigated. It provides a direct and green route for the synthesis of α-xanthyl-α-aryl-2-propanones (P2P-xanthate derivatives), β-keto sulfones and β-keto sulfonic acids. High to excellent yields, performing the reaction in water under catalyst-free conditions, and easy work-up are the main advantages of this protocol.

Graphical abstract: Nitroepoxide ring opening with thionucleophiles in water: synthesis of α-xanthyl ketones, β-keto sulfones and β-keto sulfonic acids
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