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Updated: Jun 22, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Flexible synthesis of pyrimidines with chiral monofluorinated and difluoromethyl side chains
Pierre Bannwarth1, Alain Valleix, Danielle Grée
1Laboratoire de Chimie et Photonique Moléculaires, Université de Rennes 1, CNRS UMR 6510, France.
Abstract:
Chiral pyrimidines with a fluorine atom in the benzylic position are easily accessible in high enantiomeric excesses from optically active propargylic intermediates by two complementary routes. Both the use of optically active propargylic fluorides and the fluorination of the chiral pyrimidine in the final stage give excellent results in terms of enantiocontrol. On the other hand, original pyrimidines with a difluoromethyl side chain are also obtained in a few steps from new propargylic ketones bearing a CHF(2) substituent on the triple bond.
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