Synthesis of ¦Â-sulfanyl ketones via a tandem rearrangement-conjugate addition reaction catalyzed by a Re(V)-oxo complex

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• 作者：Alyson E. Garst ; Alexandra D. Badiceanu ; Kristine A. Nolin ; ^{knolin@richmond.edu}
• 关键词：Sulfanyl ketone ; Conjugate addition ; Rearrangement ; Catalytic ; Rhenium
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：6 February, 2013
• 年：2013
• 卷：54
• 期：6
• 页码：459-461
• 全文大小：1568 K

文摘

A method for synthesizing ¦Â-sulfanyl ketones via a tandem rearrangement and conjugate addition reaction has been developed. This methodology provides access to a range of ¦Â-sulfanyl ketones through the rearrangement of propargyl alcohols to the corresponding enones followed by the conjugate addition of unactivated thiols. The one-pot, tandem transformation is catalyzed by ReOCl₃(OPPh₃)(S(CH₃)₂) affording aryl and alkyl ¦Â-sulfanyl ketones in good to excellent yield.