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Synthesis of Imidazopyridines via Copper-Catalyzed, Formal Aza-[3 + 2] Cycloaddition Reaction of Pyridine Derivatives with α-Diazo Oxime Ethers
- Source :
- The Journal of organic chemistry. 82(19)
- Publication Year :
- 2017
-
Abstract
- The Cu-catalyzed, formal aza-[3 + 2] cycloaddition reaction of pyridine derivatives with α-diazo oxime ethers in trifluoroethanol was used to synthesize imidazopyridines via the release of molecular nitrogen and elimination of alcohol. These methods enabled modular synthesis of a wide range of N-heterobicyclic compounds such as imidazopyridazines, imidazopyrimidines, and imidazopyrazines with an α-imino Cu-carbenoid generated from the α-diazo oxime ethers and copper.
- Subjects :
- Molecular nitrogen
010405 organic chemistry
Organic Chemistry
chemistry.chemical_element
Alcohol
010402 general chemistry
Oxime
01 natural sciences
Copper
Medicinal chemistry
Cycloaddition
0104 chemical sciences
chemistry.chemical_compound
chemistry
Pyridine
Copper catalyzed
Organic chemistry
Diazo
Subjects
Details
- ISSN :
- 15206904
- Volume :
- 82
- Issue :
- 19
- Database :
- OpenAIRE
- Journal :
- The Journal of organic chemistry
- Accession number :
- edsair.doi.dedup.....6817c64371afb93e28b6a347c3d28262