Premium
One‐Pot Synthesis of Sulfonamides and Sulfonyl Azides from Thiols using Chloramine‐T
Author(s) -
Maleki Behrooz,
Hemmati Saba,
Tayebee Reza,
Salemi Sirous,
Farokhzad Yasaman,
Baghayeri Mehdi,
Zonoz Farrokhzad Mohammadi,
Akbarzadeh Elahe,
Moradi Rohollah,
Entezari Azam,
Abdi Mohammad Reza,
Ashrafi Samaneh Sedigh,
Taimazi Fereshteh,
Hashemi Majid
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200648
Subject(s) - chemistry , sulfonyl , chloramine t , chloramine , sulfonamide , amine gas treating , organic chemistry , chloride , medicinal chemistry , combinatorial chemistry , chlorine , alkyl
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 (Bu 4 NCl), and H 2 O. The sulfonyl chlorides were then further allowed to react with excess amine or NaN 3 in the same pot.