Literature DB >> 24932052

Novel succinct routes to Quinoxalines and 2-Benzimidazolylquinoxalines via the Ugi reaction.

Muhammad Ayaz1, Zhigang Xu1, Christopher Hulme2.   

Abstract

This communication reveals a unique, user-friendly, concise two-step, one-pot protocol for the synthesis of highly substituted quinoxalines. Conducting the Ugi reaction with appropriately functionalized classical Ugi reagents with subsequent acid treatment of the Ugi adduct affords collections of diversified quinoxalines in good to excellent yields. The methodology exploits what may be viewed as a 'convertible carboxylic acid', which in addition may be captured in an intramolecular sense to generate structurally complex 2-benzimidazolylquinoxalines in a mere two steps.

Entities:  

Keywords:  Acyl Transfer; Benzimidazole; Post-condensation modifications; Quinoxaline; Ugi reaction

Year:  2014        PMID: 24932052      PMCID: PMC4050438          DOI: 10.1016/j.tetlet.2014.04.013

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


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