62183-16-8Relevant articles and documents
Geometry Driven Intramolecular Oxidative Cyclization of Enamides: An Umpolung Annulation of Primary Benzamides with Acrylates for the Synthesis of 3-Methyleneisoindolin-1-ones
Laha, Joydev K.,Kaur Hunjan, Mandeep,Bhimpuria, Rohan A.,Kathuria, Deepika,Bharatam, Prasad V.
, p. 7346 - 7352 (2017)
A palladium-catalyzed tandem oxidative annulation of primary benzamides with acrylates via intermolecular N-alkenylation followed by intramolecular C-alkenylation yielded a stereoselective synthesis of (E)-3-methyleneisoindolin-1-ones. The study unveils, for the first time, that only E-enamides could undergo intramolecular oxidative cyclization under the optimized conditions to give isoindolinones. The current strategy represents an umpolung strategy when compared to the literature approaches that use benzamides.
α,β-Dehydrogenation of esters with free O–H and N–H functionalities via allyl-palladium catalysis
Szewczyk, Suzanne M.,Zhao, Yizhou,Sakai, Holt A.,Dube, Pascal,Newhouse, Timothy R.
, p. 3293 - 3300 (2018/03/21)
A direct and selective method for the α,β-dehydrogenation of esters using palladium catalysis in the presence of free O–H and N–H functionalities is reported herein. Allyl-palladium catalysis allows for preservation of readily oxidizable functionalities s
Thermolyse von Oxazolin-5-onen, XI. N-Acylimine und Enamide durch Gasphasenpyrolyse von 4-Alkyl-2-oxazoline-5-onen
Jendrzejewski, Stefan,Steglich, Wolfgang
, p. 1337 - 1342 (2007/10/02)
On gas phase thermolysis 4-alkyl-2-oxazolin-5-ones 1 undergo CO elimination to yield N-acylimines 2, which rearrange into more stable enamides 3 if α-hydrogens are present.N-Acylimines (e.g. 2a) may be isolated in cases where the rearrangement is prevented by a quarternary C-atom.The 4,4-dialkylsubstituted oxazolinone 1o yields mixtures of N-acylimine 2o and enamide 3o, the amount of the latter increasing at higher pyrolysis temperatures.
