Copper-catalyzed ring-opening trifluoromethylthiolation/trifluoromethylselenolation of cyclopropanols with TsSCF 3 or Se -(trifluoromethyl) 4-methoxybenzenesulfonoselenoate

We report a ring-opening trifluoromethylthiolation of cyclopropanols with TsSCF by using Cu(OAc) as the catalyst. Moreover, by using this strategy, the trifluoromethylselenolation of cyclopropanols with -(trifluoromethyl) 4-methoxybenzenesulfonoselenoate to access β-SeCF -substituted carbonyl compou...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-05, Vol.21 (17), p.3675-3683
Main Authors: Li, Ankun, Wang, Xiaoxing, Liu, Yuqing, Hao, Delong, Zhao, Xia, Lu, Kui
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We report a ring-opening trifluoromethylthiolation of cyclopropanols with TsSCF by using Cu(OAc) as the catalyst. Moreover, by using this strategy, the trifluoromethylselenolation of cyclopropanols with -(trifluoromethyl) 4-methoxybenzenesulfonoselenoate to access β-SeCF -substituted carbonyl compounds is achieved for the first time. The broad substrate scope, readily accessible reagents and cheap catalyst make this protocol an alternative and efficient method for the synthesis of β-SCF -substituted or β-SeCF -substituted carbonyl compounds.
ISSN:1477-0520
1477-0539
DOI:10.1039/D3OB00228D