Hydrocarbamoylation of Unsaturated Bonds by Nickel/Lewis-Acid Catalysis
Journal of the American Chemical Society2009Vol. 131(14), pp. 5070–5071
Citations Over TimeTop 10% of 2009 papers
Abstract
Formamides are found to undergo addition reactions across alkynes and 1,3-dienes by nickel/Lewis acid catalysis to give a variety of alpha,beta- and beta,gamma-unsaturated amides with stereo- and regioselectivity. Intramolecular insertion reactions of olefins into the C-H bonds of formamides also proceed under similar conditions. The presence of Lewis acid cocatalysts is crucial, and formamide coordination to the Lewis acid is considered to be responsible for the activation of their formyl C-H bonds probably through oxidative addition to nickel(0).
Related Papers
- → A chiral formamide: Design and application to catalytic asymmetric synthesis(1998)108 cited
- → Peptide-Catalyzed Kinetic Resolution of Formamides and Thioformamides as an Entry to Nonracemic Amines(2010)103 cited
- → Acid-Free Silver-Catalyzed Cross-Dehydrogenative Carbamoylation of Pyridines with Formamides(2016)29 cited
- → Carbonic Acid Derivatives from Formamides(1962)54 cited
- Synthesis of Piperazinyl Formamide Derivatives(2010)