Copper catalyzed aerobic oxidative cyclization and ketonization: one pot synthesis of benzoimidazo[1, 2-a]imidazolones. Issue 39 (26th April 2016)

• Record Type: Journal Article
• Authors: Selvaraju, Manikandan; Ye, Tzuen-Yang; Li, Chia-Hsin; Ho, Pei-Heng; Sun, Chung-Ming
• Is Part Of: Chemical communications. Volume 52:Issue 39(2016)
• Page Start: 6621
• Page End: 6624
• Publication Date: 2016-04-26
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c6cc01828a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A highly efficient synthesis of benzoimidazo[1, 2- a ]imidazolone through a novel oxidative 5- exo -dig cyclization-ketonization cascade of 2-aminobenzimidazole, aldehyde and terminal alkyne has been explored under aerobic conditions. Abstract : A highly efficient synthesis of benzoimidazo[1, 2- a ]imidazolone through a novel oxidative 5- exo -dig cyclization-ketonization cascade of 2-aminobenzimidazole, aldehyde and terminal alkyne has been explored under aerobic conditions. The reaction proceeds through copper-catalyzed addition of terminal alkynes to imines derived from 2-aminobenzimidazole with aldehyde followed by intramolecular cyclization. The atmospheric molecular oxygen acts as an oxygen source for the newly formed carbonyl group in the final product.