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MgCl2-catalyzed trifluoromethylation of carbonyl compounds using (trifluoromethyl)trimethylsilane as the trifluoromethylating agent.

Authors :
Cui, Bin
Sun, Hui
Xu, Yibo
Duan, Lili
Li, Yue-Ming
Source :
Tetrahedron. Nov2017, Vol. 73 Issue 48, p6754-6762. 9p.
Publication Year :
2017

Abstract

Using (trifluoromethyl)trimethylsilane (TMSCF 3 ) as the trifluoromethylating agent, MgCl 2 -catalyzed trifluoromethylation of carbonyl compounds proceeded readily at room temperature. In the presence of 10 mol% of MgCl 2 , a variety of carbonyl substrates such as aliphatic/aromatic aldehydes, acyclic/cyclic ketones and esters could be trifluoromethylated in DMF, giving the corresponding trimethylsilyl ethers (ketals) in up to 93% isolated yields. Trifluoromethylketones could be readily obtained after hydrolysis of the trimethylsilyl ketals. The reactions could tolerate air and moisture, and the use of oxygen and moisture-free conditions was not required. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404020
Volume :
73
Issue :
48
Database :
Academic Search Index
Journal :
Tetrahedron
Publication Type :
Academic Journal
Accession number :
126062206
Full Text :
https://doi.org/10.1016/j.tet.2017.10.021