Synthesis of Sulfonic Acid Derivatives by Oxidative Deprotection of Thiols Using tert-Butyl Hypochlorite

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• 作者：Yoann Joyard ; Cyril Papamica毛l ; Pierre Bohn ; Laurent Bischoff
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：May 3, 2013
• 年：2013
• 卷：15
• 期：9
• 页码：2294-2297
• 全文大小：226K
• 年卷期：v.15,no.9(May 3, 2013)
• ISSN：1523-7052

文摘

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.