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A green, mild and efficient one-pot method for the synthesis of sulfonamides from thiols and disulfides in water
31
Citations
50
References
2012
Year
HalogenationChemical EngineeringEngineeringOrganic SolventsEnvironmental EngineeringGreen ChemistryTrichloroisocyanuric AcidOrganic ChemistryBenign MethodCatalysisChemistryHeterocycle ChemistrySynthesis MethodDesulfurizationSynthetic ChemistryEfficient One-pot Method
A general, mild, convenient and environmentally benign method was developed for the synthesis of various N-aryl and N-alkyl sulfonamides in water. Trichloroisocyanuric acid (TCCA) was used for the oxidative chlorination of disulfides and thiols to produce the corresponding sulfonyl chloride, which reacted in situ with different amines in the absence of organic bases, to furnish sulfonamides in good to excellent yields. The isolation of the products involves simple experimental conditions and a product isolation procedure (only filtration) in the absence of organic solvents, which makes this protocol potentially useful in the development of a green strategy for the synthesis of sulfonamides.
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