Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3‐Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses
Marvin Stephan, Jesco Panther, Fabio Wilbert, Pauline Ozog, Thomas J. J. Müller
Abstract
3‐(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium ® Ptb ligand under Jeffery's and Fu's conditions. The formation of these three‐carbon building blocks is embedded into consecutive three‐ and pseudo‐four‐component syntheses of 3‐(hetero)aryl and 3,5‐diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.
Topics & Concepts
ChemistryArylAcroleinHeck reactionPyrazoleYield (engineering)Organic chemistryMedicinal chemistryCatalysisAlkylMaterials scienceMetallurgyMulticomponent Synthesis of HeterocyclesCatalytic Cross-Coupling ReactionsSynthesis and Characterization of Pyrroles