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Reductive CO2 Fixation via the Selective Formation of C–C Bonds: Bridging Enaminones and Synthesis of 1,4-Dihydropyridines
- Source :
- Organic Letters. 22:8326-8331
- Publication Year :
- 2020
- Publisher :
- American Chemical Society (ACS), 2020.
-
Abstract
- Herein, a selective tandem C-C bond-forming reaction with CO2 was developed to realize the bridging of enaminones and synthesis of 1,4-dihydropyridines, respectively. n-Butylamine significantly promoted this CO2 deoxymethylenation procedure catalyzed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and ZnCl2. The mechanism involving the formation of bis(silyl)acetal, nucleophilic addition, and amine elimination was also interpreted to clarify the bridging of two molecules of enaminones with CO2 and the generation of dihydropyridine derivatives.
- Subjects :
- Nucleophilic addition
Tandem
Silylation
010405 organic chemistry
Organic Chemistry
Acetal
Carbon fixation
010402 general chemistry
01 natural sciences
Biochemistry
Medicinal chemistry
0104 chemical sciences
Catalysis
chemistry.chemical_compound
chemistry
Molecule
Amine gas treating
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 22
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi...........2669bcd3071caa7362507ab2d625b0ae