Back to Search
Start Over
Assembling of medium/long chain-based β-arylated unnatural amino acid derivatives via the Pd(II)-catalyzed sp3 β-C-H arylation and a short route for rolipram-type derivatives
- Source :
- Tetrahedron. 75:2447-2465
- Publication Year :
- 2019
- Publisher :
- Elsevier BV, 2019.
-
Abstract
- In this paper, we report the assembling of libraries of β-arylated short/medium/long chain-based non-α-amino acid (aminoalkanoic acid) derivatives via the Pd(II)-catalyzed, bidentate directing group 8-aminoquinoline-aided sp3 β-C-H activation/arylation method. Short/medium chain-based unnatural amino acid derivatives containing an aryl group at the β-position are promising small molecules with therapeutic properties. Thus, it is necessary to enrich the libraries of short/medium/long chain-based unnatural amino acid derivatives containing an aryl group at the β-position. Considering the importance of β-arylated short/medium/long chain-based non-α-amino acid derivatives, an inclusive attention was paid to explore the Pd(II)-catalyzed sp3 β-C-H arylation of short/medium/long chain-based non-α-amino acids. Representative synthetic transformations including a short route for the assembling of rolipram and related compounds and 3-arylated GABA derivatives such as, baclofen, phenibut and tolibut were shown using selected β-C-H arylated non-α-amino acid derivatives.
- Subjects :
- chemistry.chemical_classification
Denticity
010405 organic chemistry
Stereochemistry
Aryl
Phenibut
Organic Chemistry
010402 general chemistry
01 natural sciences
Biochemistry
Small molecule
0104 chemical sciences
Catalysis
Amino acid
chemistry.chemical_compound
chemistry
Tolibut
Drug Discovery
medicine
Rolipram
medicine.drug
Subjects
Details
- ISSN :
- 00404020
- Volume :
- 75
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi...........5250de512afb4f9e70aae95be90fd23d