1127897-04-4Relevant articles and documents
Palladium-catalyzed regioselective 5-exo-o-cyclization/oxidative Heck cascades from o-alkynylbenzamides and electron-deficient alkenes
Madich, Youssef,álvarez, Rosana,Aurrecoechea, José M.
, p. 6263 - 6271 (2015/03/30)
A Pd-catalyzed 5-exo-selective oxycyclization/oxidative Heck coupling cascade is described, starting from readily available ortho-alkynylbenzamides and functionalized olefins. The key to a high regioselectivity in the cyclization step is the choice of catalyst and/or additives. Thus, Pd(OAc)2 provides the desired 5-exo products predominantly, whereas with PdCl2 or Pd(TFA)2, the corresponding 6-endo products prevail. The subsequent oxidative Heck-type coupling takes place stereoselectively with the very predominant formation of E isomers, leading to an effective preparation of structurally diverse carbonyl-substituted allylideneisobenzofuranimines.
Microwave assisted copper-free Sonogashira coupling/5-exo-dig cycloisomerization domino reaction: Access to 3-(phenylmethylene)isoindolin-1- ones and related heterocycles
Hellal, Malik,Cuny, Gregory D.
, p. 5508 - 5511 (2011/10/31)
An efficient microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones is reported via a copper-free Sonogashira coupling and a regioselective 5-exo-dig cycloisomerization. This domino reaction was also extended to other related heterocycles.
