Three-component reactions of aromatic amines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal to access N-(hetero)aryl-4,5-unsubstituted pyrroles
| Autor: | Yanlong Gu, Kaimei Wang, Minghao Li, Ping Liu, Shaoyong Ke, Wenbo Huang |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Annulation
Letter ki Aryl Organic Chemistry Acetal [1 + 2 + 2] annulation Medicinal chemistry Chloride Lewis acid catalysis pyrazolo[3 4-b]pyridine lcsh:QD241-441 Chemistry chemistry.chemical_compound chemistry lcsh:Organic chemistry pyrroles Pyridine medicine lcsh:Q acid catalyst lcsh:Science Derivative (chemistry) Pyrrole medicine.drug |
| Zdroj: | Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 2920-2928 (2020) Beilstein Journal of Organic Chemistry |
| ISSN: | 1860-5397 |
| Popis: | N-(Hetero)aryl-4,5-unsubstituted pyrroles were synthesized from (hetero)arylamines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal by using aluminum(III) chloride as a Lewis acid catalyst through [1 + 2 + 2] annulation. This new versatile methodology provides a wide scope for the synthesis of different functional N-(hetero)aryl-4,5-unsubstituted pyrrole scaffolds, which can be further derived to access multisubstituted pyrrole-3-carboxamides. In the presence of 1.2 equiv of KI, a polysubstituted pyrazolo[3,4-b]pyridine derivative was also successfully synthesized. |
| Databáze: | OpenAIRE |
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