1609463-92-4Relevant academic research and scientific papers
A robust protocol for the synthesis of quinoxalines and 5 H -benzo[ e ][1,4]diazepines via the acidless Ugi reaction
Ayaz, Muhammad,Martinez-Ariza, Guillermo,Hulme, Christopher
, p. 1680 - 1684 (2014/08/05)
Concise two-step, one-pot protocols for the syntheses of quinoxalines and 5H-benzo[e][1,4]diazepines are reported. An 'acidless' Ugi reaction followed by a Boc-deprotection-cyclization sequence is shown to produce arrays of both functionalized scaffolds in good yield. Mono-N-Boc-protected diamines are employed to access quinoxalines and an analogous benzylic amine affords access to 5H-benzo[e][1,4]diazepines in conjunction with supporting reagents in the 'acidless' Ugi reaction. Both methodologies are robust, straightforward, and allow installation of at least three points of diversity in the resulting scaffolds. Georg Thieme Verlag Stuttgart New York.
Novel succinct routes to quinoxalines and 2-benzimidazolylquinoxalines via the Ugi reaction
Ayaz, Muhammad,Xu, Zhigang,Hulme, Christopher
, p. 3406 - 3409 (2014/06/09)
This Letter 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.
