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tert-Butyl Sulfoxide as a Starting Point for the Synthesis of Sulfinyl Containing Compounds

Juhong Wei and Zhihua Sun*

*College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620, China, Email: sungarisgmail.com

J. Wei, Z. Sun, Org. Lett., 2015, 17, 5396-5399.

DOI: 10.1021/acs.orglett.5b02743


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Abstract

Sulfoxides bearing a tert-butyl group can be activated using N-bromosuccinimide (NBS) under acidic conditions. Subsequent treatment with various nitrogen, carbon, or oxygen nucleophiles affords a wide range of sulfinic acid amides, new sulfoxides, and sulfinic acid esters.

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Key Words

sulfinamides, sulfinates, sulfoxides, N-bromosuccinimide


ID: J54-Y2015