Howard, JL;
Nicholson, W;
Sagatov, Y;
Browne, DL;
(2017)
One-pot multistep mechanochemical synthesis of fluorinated pyrazolones.
Beilstein Journal of Organic Chemistry
, 13
pp. 1950-1956.
10.3762/bjoc.13.189.
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Abstract
Solventless mechanochemical synthesis represents a technique with improved sustainability metrics compared to solvent-based processes. Herein, we describe a methodical process to run one solventless reaction directly into another through multistep mechanochemistry, effectively amplifying the solvent savings. The approach has to consider the solid form of the materials and compatibility of any auxiliary used. This has culminated in the development of a two-step, one-jar protocol for heterocycle formation and subsequent fluorination that has been successfully applied across a range of substrates, resulting in 12 difluorinated pyrazolones in moderate to excellent yields.
| Type: | Article |
|---|---|
| Title: | One-pot multistep mechanochemical synthesis of fluorinated pyrazolones |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.3762/bjoc.13.189 |
| Publisher version: | http://dx.doi.org/10.3762/bjoc.13.189 |
| Language: | English |
| Additional information: | This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
| Keywords: | fluorination; heterocycles; mechanochemistry; multistep; solid-state synthesis |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10114349 |
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