title: Synthesis of sulfonic acid derivatives by oxidative deprotection of thiols using tert-butyl hypochlorite.
abstract: Starting from alkyl halides or Michael acceptors, thioacetates were prepared in situ and further treated with t-BuOCl, affording the corresponding sulfonyl chlorides which were trapped with nucleophiles such as water, alcohol, or amines. The three steps can be achieved in a one-pot procedure. Oxidative deprotection also proved to be efficient with S-trityl and S-tert-butyl groups, making it a convenient route toward cysteic acid derivatives.
authors: UMR CNRS 6014 COBRA, Université de Rouen-INSA Rouen, rue Tesnière 76130 Mont-Saint-Aignan, France.
authors: Yoann
authors: Y
authors: Joyard
authors: Cyril
authors: C
authors: Papamicaël
authors: Pierre
authors: P
authors: Bohn
authors: Laurent
authors: L
authors: Bischoff
mesh_terms: D002073:Butanes / Q000737:chemistry*; D006997:Hypochlorous Acid / Q000737:chemistry*; D015394:Molecular Structure; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013451:Sulfonic Acids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002073:Butanes; D013438:Sulfhydryl Compounds; D013451:Sulfonic Acids; D006997:Hypochlorous Acid