18394-00-8Relevant articles and documents
A General Approach to Intermolecular Olefin Hydroacylation through Light-Induced HAT Initiation: An Efficient Synthesis of Long-Chain Aliphatic Ketones and Functionalized Fatty Acids
Guin, Joyram,Paul, Subhasis
supporting information, p. 4412 - 4419 (2021/02/05)
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.
Reductive couplings of acid chlorides mediated by SmI2
Collin,Dallemer,Namy,Kagan
, p. 7407 - 7410 (2007/10/02)
Reductive couplings of acid chlorides and of acid chlorides with aldehydes or ketones in presence of an excess of SmI2 produce ketones in moderate to good yields.
Ketone synthesis by hydroacylation
-
, (2008/06/13)
The invention is a generalized hydroacylation reaction. The reaction involves the activation of a selected aldehyde by converting by iminization to an aldimine or an aminal. The imine group replaces the carbonyl group. The imine C-H bond is then susceptible to attack by a chosen olefin, and hydrolysis to yield the ketone. One moiety of the ketone derives from the aldehyde and the other from the olefin added later. Therefore, the ketone may be symmetrical or unsymmetrical. Both aromatic and aliphatic aldehydes may be activated according to this process.