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Copper-catalyzed decarboxylative trifluoromethylation of allylic bromodifluoroacetates.

Authors :
Ambler BR
Altman RA
Source :
Organic letters [Org Lett] 2013 Nov 01; Vol. 15 (21), pp. 5578-81. Date of Electronic Publication: 2013 Oct 11.
Publication Year :
2013

Abstract

The development of new synthetic fluorination reactions has important implications in medicinal, agricultural, and materials chemistries. Given the prevalence and accessibility of alcohols, methods to convert alcohols to trifluoromethanes are desirable. However, this transformation typically requires four-step processes, specialty chemicals, and/or stoichiometric metals to access the trifluoromethyl-containing product. A two-step copper-catalyzed decarboxylative protocol for converting allylic alcohols to trifluoromethanes is reported. Preliminary mechanistic studies distinguish this reaction from previously reported Cu-mediated reactions.

Details

Language :
English
ISSN :
1523-7052
Volume :
15
Issue :
21
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
24117395
Full Text :
https://doi.org/10.1021/ol402780k