Synthesis of novel imidazole-based triheterocycles via a domino Ugi/Michael reaction and silver-catalyzed heteroannulation. Issue 105 (31st October 2016)

• Record Type: Journal Article
• Authors: Li, Zhenghua; Zhao, Yaping; Tian, Guilong; He, Yi; Song, Gonghua; Van Meervelt, Luc; Van der Eycken, Erik V.
• Is Part Of: RSC advances. Volume 6:Issue 105(2016)
• Page Start: 103601
• Page End: 103605
• Publication Date: 2016-10-31
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra23180b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : An efficient and diversity-oriented synthetic strategy for novel triheterocyclic imidazo-pyrrolo-pyrazine/diazepine/diazocine derivatives is elaborated. Abstract : An efficient and diversity-oriented synthetic strategy for novel triheterocyclic imidazo-pyrrolo-pyrazine/diazepine/diazocine derivatives is elaborated. The process utilizes a domino four-component Ugi reaction/Michael reaction of imidazole-2-carbaldehyde, propargyl amines, 2-alkynoic acids and isonitriles to deliver functionalized imidazole-pyrrolones, which upon a silver-catalyzed heteroannulation in aqueous medium under microwave irradiation furnishes the desired triheterocycles in good to excellent yields.