4.7 Article

Iodine-Catalyzed Cross Dehydrogenative Coupling Reaction: Sulfenylation of Enaminones Using Dimethyl Sulfoxide as an Oxidant

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JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 6, 页码 3084-3093

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00073

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  1. IISc, SERB, New Delhi [SB/S1/OC-56/2013]
  2. CSIR, New Delhi [02(0226)15/EMR-II]
  3. RL Fine Chem
  4. CSIR'for an SPM fellowship

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Synthesis of polyfunctionalized aminothioalkenes has been demonstrated using iodine as a catalyst (30 mol %) and dimethyl sulfoxide as an oxidant under metal-free reaction conditions. This methodology allows a facile sulfenylation of enaminones with a broad range of heterocyclic thiols and thiones using cross dehydrogenative coupling methods. In addition, this strategy is highly practical as it employs inexpensive and readily available iodine and DMSO with a short reaction time. The current methodology is one of the simplest methods and provides a straightforward approach to sulfenylation of enaminones via the cross dehydrogenative coupling method. [GRAPHICS]

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