Studies on The Application of The Paternò‐Büchi Reaction to The Synthesis of Novel Fluorinated Scaffolds

In the context of new scaffolds obtained by photochemical reactions, Paternò-Büchi reactions between heteroaromatic, trifluoromethylphenyl ketone and electron rich alkenes to give oxetanes are described. A comprehensive study has then been carried out on reaction aromatic ketones with fluorinated alkenes. Depending substitution pattern at oxetane ring, a metathesis is described as minor side process mono Overall, this last corresponds photo-Wittig yield amid isosteres. order explain uncommon regioselectivity these alkenes, electrostatic-potential derived charges (ESP) have determined. second computational study, relative stabilities typical 1,4-diradical intermediates The results well regioselectivity. Further transformations or previous functionalization fluoroalkenes open perspectives for core structures biologically active compounds.