Back to Search
Start Over
Palladium-Catalyzed Direct Heck Arylation of Dual π-Deficient/π-Excessive Heteroaromatics. Synthesis of C-5 Arylated Imidazo[1,5-a]pyrazines
- Source :
- Organic Letters. 10:2923-2926
- Publication Year :
- 2008
- Publisher :
- American Chemical Society (ACS), 2008.
-
Abstract
- A general and efficient synthesis of 5-aryl imidazo[1,5- a]pyrazines by palladium-catalyzed coupling of the corresponding 8-substituted derivatives with aryl halides is described. The scope of this new reaction for the imidazo[1,5- a]pyrazine ring system was explored using three readily available 8-substituted precursors, X = NH2, NMe2, and OMe, as well as 8-aryl derivatives, X = Ar'. On the basis of these results as well as studies using a deuterated derivative, a Heck-like mechanism is proposed for this transformation.
- Subjects :
- Molecular Structure
Pyrazine
Aryl
Organic Chemistry
Imidazoles
Halide
chemistry.chemical_element
Stereoisomerism
Ring (chemistry)
Biochemistry
Medicinal chemistry
Catalysis
Hydrocarbons, Brominated
chemistry.chemical_compound
chemistry
Pyrazines
Pi
Combinatorial Chemistry Techniques
Physical and Theoretical Chemistry
Palladium
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 10
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....83ed86662477c3e87a52355bf3f62f87