Fe2O3-catalyzed Pummerer rearrangement of acyl chlorides and sulfoxides: Facile synthesis of alkylthiomethyl ester |
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Authors: | Haotian Xing Long Chen Yimin Jia Zhongxing Jiang Zhigang Yang |
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Institution: | Hubei Province Engineering and Technology Research Center for Fluorinated Pharmaceuticals and Wuhan University School of Pharmaceutical Sciences, Wuhan 430071, PR China |
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Abstract: | A simple, effective approach for the Pummerer rearrangement of acyl chlorides with sulfoxides by using a low-cost and more abundant Fe catalyst has been described. The alkylthiomethyl ester products were prepared in good to excellent yields for a range of different substrates including asymmetrical sulfoxides and acyl chlorides with a variety of functional groups under mild reaction conditions. The reaction features short reaction time, simple manipulation, cheap reagents and a broad substrate scope. Single crystal X-ray analysis of a representative methylthiomethyl (MTM) group containing product was also reported. |
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Keywords: | Iron catalysis Sulfoxide Acyl chloride Organosulfur Pummerer rearrangement |
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