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Title: Sulfoxidation of alkenes and alkynes with NFSI as a radical initiator and selective oxidant
Authors: Zhang, Yuexia
Wong, Zeng Rong
Wu, Xingxing
Lauw, Sherman Jun Liang
Huang, Xuan
Webster, Richard David
Chi, Yonggui Robin
Keywords: Sulfoxides
Issue Date: 2017
Source: Zhang, Y., Wong, Z. R., Wu, X., Lauw, S. J. L., Huang, X., Webster, R. D., et al. (2017). Sulfoxidation of alkenes and alkynes with NFSI as a radical initiator and selective oxidant. Chemical Communications, 53(1), 184-187.
Series/Report no.: Chemical Communications
Abstract: Sulfoxides are important functional molecules. We develop a short-route (one-pot) synthesis of this class of molecules by reacting thiols with alkenes or alkynes under mild and metal-free conditions. N-Fluorobenzenesulfonimide (NFSI) is used to play dual roles: as a radical initiator for a thiol–ene/–yne reaction to form sulfide adducts, and as efficient oxidant for conversion of the sulfides formed in situ to sulfoxides. Over-oxidation of the sulfoxides to sulfones is avoided in our approach.
ISSN: 1359-7345
DOI: 10.1039/C6CC08631D
Schools: School of Physical and Mathematical Sciences 
Rights: © 2017 The Royal Society of Chemistry. This is the author created version of a work that has been peer reviewed and accepted for publication by Chemical Communications, The Royal Society of Chemistry. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [].
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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