Litcius/Paper detail

Mechanochemical Defluorinative Acylation of <i>ortho</i>‐Hydroxyarylenaminones by CF<sub>3</sub>‐Compounds: Synthesis of 3‐Acylchromones

Satenik Mkrtchyan, Vishal B. Purohit, Spartak S. Khutsishvili, Jela Nociarová, Muhammad Yar, Tariq Mahmood, Khurshid Ayub, Šimon Budzák, Marek Skoršepa, Viktor O. Iaroshenko

2023Advanced Synthesis & Catalysis32 citationsDOIOpen Access PDF

Abstract

Abstract An alternative strategy for the mechanochemical defluorinative acylation of ortho ‐hydroxyarylenaminones has been developed to synthesise 3‐acylchromones utilizing CF 3 ‐compounds via activation of the C−F bound of the trifluoromethyl group in the presence of ytterbia (Yb 2 O 3 ). The current protocol tolerated a wide range of coupling substrates to access a library of diversely substituted 3‐acylchromones under the mechanochemically induced domino cyclisation mode. This is the first report for the deflourinative transformation of the inert CF 3 group to the corresponding carbonyl functionality under the mechanochemical conditions.

Topics & Concepts

ChemistryAcylationDominoTrifluoromethylTransformation (genetics)Combinatorial chemistryGroup (periodic table)Medicinal chemistryStereochemistryOrganic chemistryCatalysisAlkylGeneBiochemistrySynthesis of Organic CompoundsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods