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CuI-Catalyzed Decarboxylative Thiolation of Propargylic Cyclic Carbonates/Carbamates to Access Allenyl Thioethers.

Authors :
Lu WY
You Y
Li TT
Wang ZH
Zhao JQ
Yuan WC
Source :
The Journal of organic chemistry [J Org Chem] 2021 May 07; Vol. 86 (9), pp. 6711-6720. Date of Electronic Publication: 2021 Apr 12.
Publication Year :
2021

Abstract

The first CuI-catalyzed decarboxylative thiolation of terminal alkyne-substituted cyclic carbonates/carbamates to access allenes has been developed. A wide range of hydroxymethyl- and aminomethyl-containing allenyl thioethers were smoothly obtained in good to excellent yields under mild conditions. The copper-allenylidene intermediate among the process is crucial to the decarboxylative thiolation reaction. This method opens up a new channel to access allenyl thioether compounds.

Details

Language :
English
ISSN :
1520-6904
Volume :
86
Issue :
9
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
33844530
Full Text :
https://doi.org/10.1021/acs.joc.1c00453