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Title
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Direct synthesis of sulfonyl azides from thiols and sodium azide: a one-pot sequential approach utilizing TCCA as an oxidizing and chlorinating agent
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Type
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JournalPaper
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Keywords
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Sulfonyl azides; Sulfonyl chloride; TCCA; Oxidation; Thiols; Disulfide
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Abstract
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A concise and efficient one-pot two-step sequential synthesis of sulfonyl azides from readily available thiols has been developed. This method involves an initial reaction of the thiol with TCCA in 96 % ethanol to generate the corresponding sulfonyl chloride. Subsequently, an aqueous solution of sodium azide is added to the reaction mixture, leading to the formation of the desired sulfonyl azide. Utilizing TCCA as a dual oxidant and chlorinating agent, this novel approach enables the direct conversion of thiols to sulfonyl azides in good to high yields (70–93 %) at room temperature. This streamlined approach provides facile access to a diverse array of sulfonyl azide derivatives.
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Researchers
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Farzad Nikpour (Fourth Researcher), Ramin Zibaseresht (Fifth Researcher), Hossein Fasihi Dastjerdi (Third Researcher), Masoumeh Foroutan Koudehi (Second Researcher), Fateh Golmoradi (First Researcher)
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