Direct oxidative deamination of glyoxal-derived Ugi-azide and Ugi three-component reaction products readily affords vicinal tricarbonyls (α,β-diketoamides) and α,β-diketotetrazoles with two diversity elements. This significant extension of our previously described multicomponent reaction-oxidative deamination methodology is proposed to proceed through a mechanistically distinct SeO2-mediated C-N oxidation derived from an active enol of α-amino-β-ketone systems, effectively an aza-Riley oxidation. This methodology accesses diverse VTC systems from prototypical amines, glyoxaldehydes, and isocyanide building blocks in a mere two steps.
|Original language||English (US)|
|Number of pages||4|
|State||Published - Mar 2 2018|
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
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CCDC 1554390: Experimental Crystal Structure Determination
Foley, C. (Creator), Shaw, A. (Creator) & Hulme, C. (Creator), Cambridge Crystallographic Data Centre, 2018
DOI: 10.5517/ccdc.csd.cc1p5gmy, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1p5gmy&sid=DataCite