Academic Journal
Direct Access to α,β‐Unsaturated γ‐Lactams via Palladium‐Catalysed Carbonylation of Propargylic Ureas
| العنوان: | Direct Access to α,β‐Unsaturated γ‐Lactams via Palladium‐Catalysed Carbonylation of Propargylic Ureas |
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| المؤلفون: | Schiroli, Debora, Voronov, Aleksandr, Pancrazzi, Francesco, Iraci, Nunzio, Giofré, Salvatore Vincenzo, Macchi, Beatrice, Stefanizzi, Valeria, Mancuso, Raffaella, Gabriele, Bartolo, Mazzeo, Paolo Pio, Capaldo, Luca, Della Ca', Nicola |
| المصدر: | Advanced Synthesis & Catalysis ; ISSN 1615-4150 1615-4169 |
| بيانات النشر: | Wiley |
| سنة النشر: | 2024 |
| المجموعة: | Wiley Online Library (Open Access Articles via Crossref) |
| الوصف: | Additive carbonylations typically necessitate strong nucleophiles, such as alcohols or amines. In this study, we carbonylated a poorly nucleophilic urea, under oxidant‐free conditions. Our straightforward carbonylative strategy enables access to versatile α,β‐unsaturated γ‐lactams featuring an aminocarbonyl fragment, utilizing readily available propargylic ureas as starting materials. The employment of the PdI2/KI catalytic system allowed complete regioselectivity (5‐endo‐dig), high functional group tolerance, broad substrate scope as well as operational simplicity (oxidant‐free, organic ligand‐free and base‐free protocol). The synthetic utility of these γ‐lactams is showcased through late‐stage functionalizations, such as Giese reactions and peptide couplings. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1002/adsc.202401183 |
| الاتاحة: | http://dx.doi.org/10.1002/adsc.202401183 https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202401183 |
| Rights: | http://onlinelibrary.wiley.com/termsAndConditions#vor |
| رقم الانضمام: | edsbas.6E83DB2E |
| قاعدة البيانات: | BASE |
| DOI: | 10.1002/adsc.202401183 |
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