Regioselective synthesis of imidazo[1,5-: A] quinoxalines and methyl N -phenylbenzimidats on an ionic liquid support

Li Hsun Chen, Chih Hsien Kao, Sandip Dhole, Indrajeet J. Barve, Li Ching Shen, Wen-Sheng Chung*, Chung-Ming Sun

*Corresponding author for this work

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

An ionic liquid (IL) supported, regioselective synthesis of imidazo[1,5-a]quinoxalines and methyl N-phenylbenzimidats under microwave conditions was reported. The IL-immobilized aromatic amines were reacted with various ketones and aliphatic aldehydes using an unconventional Pictet-Spengler reaction to generate polycyclic imidazo[1,5-a]quinoxalines. Alternatively, aromatic aldehydes afforded auto-oxidized imidazo[1,5-a]quinoxalines first which further converted to novel methyl N-phenylbenzimidats unexpectedly during the cleavage of the IL-support. In the reported strategy, rapidness is achieved through microwave conditions while the IL-support assists purification by simple precipitation.

Original languageEnglish
Pages (from-to)76123-76127
Number of pages5
JournalRSC Advances
Volume6
Issue number80
DOIs
StatePublished - 1 Jan 2016

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