54879-94-6Relevant articles and documents
Nickel-catalyzed decarbonylative and decarboxylative cycloaddition of isatoic anhydrides with alkynes
Nakai, Kenichiro,Kurahashi, Takuya,Matsubara, Seijiro
, p. 1238 - 1240 (2013)
We have developed a nickel-catalyzed cycloaddition of isatoic anhydrides with alkynes to afford 2,3-disubstituted indoles. The reaction proceeds via the elimination of carbon monoxide and carbon dioxide and the insertion of alkynes.
Assembly of Indole Cores through a Palladium-Catalyzed Metathesis of Ar-X σ-Bonds
Ferrier, Robert C.,Ghasemi, Mehran,Habibi, Azizollah,Jafarpour, Farnaz,Navid, Hamed,Rajai-Daryasarei, Saideh,Safaie, Niloofar
supporting information, p. 9556 - 9561 (2020/12/21)
We describe the development of a new method for construction of highly substituted indole scaffolds through the strategic utilizing of the metathesis of Ar-X σ-bonds based on the dynamic nature of palladium-based oxidative addition/reductive elimination. A suitable and simple catalytic system has provided an appropriate platform for a productive ligand exchange and consecutive carbopalladation/C-H activation/amination of phosphine ligands with alkynes and aromatic/aliphatic amines for construction of structurally diverse indoles.
A Fast Track to Indoles and Annulated Indoles through ortho- vs ipso-Amination of Aryl Halides
Jafarpour, Farnaz,Ghasemi, Mehran,Mohaghegh, Farid,Asgari, Sara,Habibi, Azizollah
supporting information, p. 10143 - 10148 (2019/12/24)
A complementary site selective ortho- vs ipso-amination of aryl halides using non-electrophilic amine sources for construction of indole scaffolds is reported. A palladium-catalyzed alkyne insertion/C-H activation/palladacycle amination via merger of three easily diversified components including iodoarenes, alkynes, and amines delivers indoles with different substitution patterns even in gram scales. By employing ortho-bromoanilines, a consecutive annulative π-extension of indoles proceeds to construct indolo[1,2-f]phenanthridine scaffolds via four C-C and C-N bond formations in one pot.