Cu catalyzed [4 + 2] cycloaddition for the synthesis of highly substituted 3-fluoropyridines?
Organic & Biomolecular Chemistry Pub Date: 2022-04-18 DOI: 10.1039/D2OB00133K
Abstract
A copper catalyzed annulation–aromatization of benzyl trifluoromethyl ketimines with 3-acryloyloxazolidin-2-ones for the synthesis of 3-fluoropyridines through double C–F bond cleavages has been developed. In this approach, the annulation occurred between the in situ formed dienes from trifluoromethyl ketimines via the first C-F bond cleavage and 3-acryloyloxazolidin-2-ones. Then the aromatization afforded 3-fluoropyridines in moderate yields through the second C–F bond cleavage. The 3-fluoropyridine products could be further hydrolyzed to multi-substituted 3-pyridinecarboxylic acids.
![Graphical abstract: Cu catalyzed [4 + 2] cycloaddition for the synthesis of highly substituted 3-fluoropyridines](http://scimg.chem960.com/usr/1/D2OB00133K.jpg)
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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