A General Approach to Intermolecular Olefin Hydroacylation through Light-Induced HAT Initiation: An Efficient Synthesis of Long-Chain Aliphatic Ketones and Functionalized Fatty Acids
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 (Ph2CO 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.
Guin, Joyram,Paul, Subhasis
supporting information
p. 4412 - 4419
(2021/02/05)
Solvent-free chelation-assisted intermolecular hydroacylation: Effect of microwave irradiation in the synthesis of ketone from aldehyde and 1-alkene by Rh(I) complex
As a green alternative to classical homogeneous catalyst in toluene in closed vessels, the intermolecular hydroacylation of 1-alkenes with aldehydes by Rh(I) complex (Wilkinson catalyst) can be realized efficiently under solvent-free conditions. When coupled to microwave activation, it results in a serious improvement when compared to classical conditions.