Sulfoxidation of alkenes and alkynes with NFSI as a radical initiator and selective oxidant

Sulfoxidation of alkenes and alkynes with NFSI as a radical initiator and selective oxidant

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...

Full description

Saved in:
Bibliographic Details
Main Authors: Zhang, Yuexia, Wong, Zeng Rong, Wu, Xingxing, Lauw, Sherman Jun Liang, Huang, Xuan, Webster, Richard David, Chi, Yonggui Robin
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2017
Subjects:
Sulfoxides
N-Fluorobenzenesulfonimide
Online Access:https://hdl.handle.net/10356/82060
http://hdl.handle.net/10220/43495
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Nanyang Technological University
Language: English
Description
Summary: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.

Similar Items