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Copper-Catalyzed 1,2-Sulfonyletherification of 1,3-Dienes.

Authors :
Chen P
Tian L
Ji X
Deng GJ
Huang H
Source :
Organic letters [Org Lett] 2024 Apr 19; Vol. 26 (15), pp. 2939-2944. Date of Electronic Publication: 2024 Apr 11.
Publication Year :
2024

Abstract

A selective three-component 1,2-sulfonyl etherification of aryl 1,3-dienes enabled by copper catalysis to afford biologically interesting alkenyl 1,2-sulfone ether derivatives through C-S and C-O bond formation is described. The protocol proceeds with the sulfonyl chloride and alcohols under simple, mild, and base-free conditions, providing a straightforward route to sulfonylated allyl ether compounds with broad functional group tolerance and excellent chemo- and regioselectivity. Mechanistic studies indicate that the selective alkene difunctionalization includes a key copper-mediated single-electron transfer process.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
15
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
38602425
Full Text :
https://doi.org/10.1021/acs.orglett.4c00454