679797-41-2Relevant articles and documents
Synthesis of Isoquinolones by Sequential Suzuki Coupling of 2-Halobenzonitriles with Vinyl Boronate Followed by Cyclization
Jaime-Figueroa, Saul,Bond, Michael J.,Vergara, J. Ignacio,Swartzel, Jake C.,Crews, Craig M.
, p. 8479 - 8488 (2021/06/28)
A novel, facile, and expeditious two-step synthesis of 3,4-unsubstituted isoquinolin-1(2H)-ones from a Suzuki cross-coupling between 2-halobenzonitriles and commercially available vinyl boronates followed by platinum-catalyzed nitrile hydrolysis and cyclization is described.
Intramolecular 1,6-addition to 2-pyridones. Mechanism and synthetic scope
Gallagher, Timothy,Derrick, Ian,Durkin, Patrick M.,Haseler, Claire A.,Hirschhaeuser, Christoph,Magrone, Pietro
supporting information; experimental part, p. 3766 - 3774 (2010/08/20)
Figure presented The scope and limitations of the intramolecular 1,6-addition of an enolate to a 2-pyridone moiety, a reaction that has found application in the synthesis of the lupin alkaloids, have been probed. This nucleophilic addition process has been shown to be reversible and favored in the case of (less stabilized) amide and lactam enolates, which readily form five- and six-membered bi-/tricyclic products. Alternative enolates (ketone, ester, thiolactam) and a variety of different acceptors (isoquinolinone, pyrimidinone, pyrazinone, pyridopyrazinone) have been evaluated, and a range of competing side reactions have been identified and characterized using various techniques, including in situ IR.
