Regioselective synthesis of imidazo[1, 5-a]quinoxalines and methyl N-phenylbenzimidats on an ionic liquid support. Issue 80 (11th August 2016)

• Record Type: Journal Article
• Authors: Chen, Li-Hsun; Kao, Chih-Hsien; Dhole, Sandip; Barve, Indrajeet J.; Shen, Li-Ching; Chung, Wen-Sheng; Sun, Chung-Ming
• Is Part Of: RSC advances. Volume 6:Issue 80(2016)
• Page Start: 76123
• Page End: 76127
• Publication Date: 2016-08-11
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra11861e
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : An ionic liquid supported synthesis of imidazo[1, 5- a ]quinoxalines and methyl N -phenylbenzimidats was explored to generate polycyclic imidazo[1, 5- a ]quinoxalines and methyl N -phenylbenzimidats during the cleavage of the support. 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.