ChemInform Abstract: Preparation of Furo[3,2‐c]coumarins from 3‐Cinnamoyl‐4‐hydroxy‐2H‐chromen‐2‐ones and Acyl Chlorides: A Bu₃P‐Mediated C‐Acylation/Cyclization Sequence.

Organophosphane-Promoted Synthesis of Functionalized α,β-Unsaturated Alkenes and Furanones via Direct β-Acylation

“…Previously, we demonstrated a novel method for the synthesis of furocoumarins and cyano-substituted furans from cinnamoyl-4-hydroxy-chromenones and 2-cinnamoyl-cyanoacetophenones by using PBu 3 and acyl chloride via the Cacylation/cyclization sequence (Scheme 1a). 5 As part of our efforts in the exploration of organophosphane chemistry, 6 we were interested in the extension of this reaction by designing appropriate α,β-unsaturated carbonyl compounds. Here we report a new method for the synthesis of functionalized α,βunsaturated 1,3-diketones and furanones from respective α,βunsaturated 1,3-diketones and acids/anhydrides via direct βacylation (Scheme 1b).…”