A general catalytic β-C-H carbonylation of aliphatic amines to β-lactams
| Autor: | Ben G. N. Chappell, Adam P. Smalley, Jonas Calleja, Matthew J. Gaunt, Darren Willcox, Kirsten F. Hogg |
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| Přispěvatelé: | Willcox, Darren [0000-0002-1396-7734], Chappell, Benjamin [0000-0001-8434-7818], Hogg, Kirsten [0000-0002-8292-4412], Gaunt, Matthew [0000-0002-7214-608X], Apollo - University of Cambridge Repository |
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Carbon Monoxide
Multidisciplinary 010405 organic chemistry Ligand chemistry.chemical_element Hydrogen Bonding 010402 general chemistry beta-Lactams 01 natural sciences Carbon Catalysis 0104 chemical sciences chemistry.chemical_compound chemistry Amide Organic chemistry Amine gas treating Carboxylate Amines Carbonylation Palladium Carbon monoxide |
| Zdroj: | Willcox, D, Chappell, B G N, Hogg, K F, Calleja, J, Smalley, A P & Gaunt, M J 2016, ' A general catalytic β-C-H carbonylation of aliphatic amines to β-lactams ', Science, vol. 354, no. 6314, pp. 851-857 . https://doi.org/10.1126/science.aaf9621 |
| ISSN: | 0036-8075 |
| DOI: | 10.17863/cam.6865 |
| Popis: | CO takes the lead to make β-lactam rings Strained β-lactam rings are a key feature of penicillin and some other drugs. Willcox et al. designed a versatile route to these four-membered ring motifs through the palladiumcatalyzed coupling of carbon monoxide with secondary amines. The bulky carboxylate ligand appears to facilitate preliminary CO incorporation into a Pd anhydride, which is then attacked by the amine to set up ring closure via C–H activation. This approach broadens the substrate scope compared with a previous scheme in which C–H activation preceded CO insertion. Science , this issue p. 851 |
| Databáze: | OpenAIRE |
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