A General Approach to Intermolecular Olefin Hydroacylation through Light‐Induced HAT Initiation: An Efficient Synthesis of Long‐Chain Aliphatic Ketones and Functionalized Fatty Acids
Subhasis Paul, Joyram Guin
Abstract
Abstract Herein, an operationally simple, environmentally benign and effective method for intermolecular radical hydroacylation of unactivated substrates by employing photo‐induced hydrogen atom transfer (HAT) initiation is described. The use of commercially available and inexpensive photoinitiators (Ph 2 CO and NHPI) makes the process attractive. The olefin hydroacylation protocol applies to a wide array of substrates bearing numerous functional groups and many complex structural units. The reaction proves to be scalable (up to 5 g). Different functionalized fatty acids, petrochemicals and naturally occurring alkanes can be synthesized with this protocol. A radical chain mechanism is implicated in the process.
Topics & Concepts
HydroacylationIntermolecular forceOlefin fiberChemistryHydrogen atomCombinatorial chemistryOrganic chemistryCatalysisAldehydeAlkylMoleculeRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods