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One‐Pot Synthesis of Sulfonamides and Sulfonyl Azides from Thiols using Chloramine‐T
Authors:Behrooz Maleki  Saba Hemmati  Reza Tayebee  Sirous Salemi  Yasaman Farokhzad  Mehdi Baghayeri  Farrokhzad Mohammadi Zonoz  Elahe Akbarzadeh  Rohollah Moradi  Azam Entezari  Mohammad Reza Abdi  Samaneh Sedigh Ashrafi  Fereshteh Taimazi  Majid Hashemi
Institution:1. Hakim Sabzevari University, Department of Chemistry, Sabzevar 96179‐76487, Iran, (phone: +985714410104;2. fax: +9857144111161);3. Young Researchers and Elite Club, Kermanshah Branch, Islamic Azad University, Kermanshah, Iran;4. Payame Noor University (PNU), Department of Chemistry, Tehran 19395‐4697, Iran;5. Kharazmi University, Department of Chemistry, Shahid Mofatteh Ave. No. 43, Tehran, Iran;6. Center for Research and Development of Petroleum Technologies at Kermanshah, Kermanshah, Iran
Abstract:A convenient synthesis of sulfonamides and sulfonyl azides from thiols is described. In situ preparation of sulfonyl chlorides from thiols was accomplished by oxidation with chloramine‐T (=N‐chlorotosylamide=N‐chloro‐4‐methylbenzenesulfonamide), tetrabutylammonium chloride (Bu4NCl), and H2O. The sulfonyl chlorides were then further allowed to react with excess amine or NaN3 in the same pot.
Keywords:Sulfonamides  Sulfonyl azides  Thiols  Chloramine‐T  Multicomponent reactions
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