Synthesis of 3-aryl-2-phosphinoimidazo[1,2-a]pyridine ligands for use in palladium-catalyzed cross-coupling reactions
| Autor: | Nekoda W. Harris, Long P. Dinh, Ryan Q. Tran, Larry Yet, William A. Swann, Seth A. Jacoby, Kaitlyn E. Roberts, Emily L. Denison |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
General Chemical Engineering
Aryl chemistry.chemical_element Sequence (biology) 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Combinatorial chemistry Pyridine ligand Coupling reaction 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Pyridine 0210 nano-technology Amination Palladium |
| Zdroj: | RSC Advances. 9:17778-17782 |
| ISSN: | 2046-2069 |
| DOI: | 10.1039/c9ra02200g |
| Popis: | 3-Aryl-2-phosphinoimidazo[1,2-a]pyridine ligands were synthesized from 2-aminopyridine via two complementary routes. The first synthetic route involves the copper-catalyzed iodine-mediated cyclizations of 2-aminopyridine with arylacetylenes followed by palladium-catalyzed cross-coupling reactions with phosphines. The second synthetic route requires the preparation of 2,3-diiodoimidazo[1,2-a]pyridine or 2-iodo-3-bromoimidazo[1,2-a]pyridine from 2-aminopyridine followed by palladium-catalyzed Suzuki/phosphination or a phosphination/Suzuki cross-coupling reactions sequence, respectively. Preliminary model studies on the Suzuki synthesis of sterically-hindered biaryl and Buchwald–Hartwig amination compounds are presented with these ligands. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|