Bibliographic Details
| Title: |
Synthesis of trifluoromethyl ketones by nucleophilic trifluoromethylation of esters under a fluoroform/KHMDS/triglyme system |
| Authors: |
Yamato Fujihira, Yumeng Liang, Makoto Ono, Kazuki Hirano, Takumi Kagawa, Norio Shibata |
| Source: |
Beilstein Journal of Organic Chemistry, Vol 17, Iss 1, Pp 431-438 (2021) |
| Publisher Information: |
Beilstein-Institut, 2021. |
| Publication Year: |
2021 |
| Collection: |
LCC:Science
LCC:Organic chemistry |
| Subject Terms: |
fluoroform, greenhouse gas, hfc-23, trifluoromethyl ketones, trifluoromethylation, Science, Organic chemistry, QD241-441 |
| More Details: |
A straightforward method that enables the formation of biologically attractive trifluoromethyl ketones from readily available methyl esters using the potent greenhouse gas fluoroform (HCF3, HFC-23) was developed. The combination of fluoroform and KHMDS in triglyme at −40 °C was effective for this transformation, with good yields as high as 92%. Substrate scope of the trifluoromethylation procedure was explored for aromatic, aliphatic, and conjugated methyl esters. This study presents a straightforward trifluoromethylation process of various methyl esters that convert well to the corresponding trifluoromethyl ketones. The tolerance of various pharmacophores under the reaction conditions was also explored. |
| Document Type: |
article |
| File Description: |
electronic resource |
| Language: |
English |
| ISSN: |
1860-5397 |
| Relation: |
https://doaj.org/toc/1860-5397 |
| DOI: |
10.3762/bjoc.17.39 |
| Access URL: |
https://doaj.org/article/cf1e55f63b534873bad10362bf4bd2af |
| Accession Number: |
edsdoj.f1e55f63b534873bad10362bf4bd2af |
| Database: |
Directory of Open Access Journals |
