96249-79-5Relevant articles and documents
UNUSUAL FRIEDEL-CRAFTS REACTIONS, IX. ONE-STEP ORTHO-ACYLATION OF PHENOLS WITH α,β-UNSATURATED ACYL CHLORIDES. SYNTHESIS OF 2'-HYDROXYCHALCONES AND SORBICILLIN ANALOGUES
Bigi, Franca,Casiraghi, Giovanni,Casnati, Giuseppe,Marchesi, Stefania,Sartori, Giovanni,Vignali, Carlo
, p. 4081 - 4084 (1984)
The reaction of bromomagnesium phenolates 1 in toluene with α,β-unsaturated acyl chlorides 2 at room temperature provides a straightforward highly selective synthesis of α,β-unsaturated 2-hydroxyarylketones 3. 2'-Hydroxychalcones, ortho-sorbylphenols including sorbicillin 3g, and ortho-propiolylphenols were usefully synthesized by this way.This reaction provides a further example of the synthetic versatility of the chelation-controlled approach in the elaboration of phenol derivatives.