Copper catalyzed aerobic oxidative cyclization and ketonization: One pot synthesis of benzoimidazo[1,2-: A] imidazolones

Manikandan Selvaraju, Tzuen Yang Ye, Chia Hsin Li, Pei Heng Ho, Chung-Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticle

17 Scopus citations

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.

Original languageEnglish
Pages (from-to)6621-6624
Number of pages4
JournalChemical Communications
Volume52
Issue number39
DOIs
StatePublished - 1 Jan 2016

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