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A Stereoselective, Multicomponent Catalytic Carbonylative Approach to a New Class of α,β-Unsaturated γ-Lactam Derivatives
| Content Provider | MDPI |
|---|---|
| Author | Nicola, Della Ca’ Mancuso, Raffaella Ziccarelli, Ida Brindisi, Matteo Altomare, Cosimo Frattaruolo, Luca Falcicchio, Aurelia Cappello, Anna Gabriele, Bartolo |
| Copyright Year | 2021 |
| Description | We report a stereoselective, multicomponent catalytic carbonylative approach to a new class of α,β-unsaturated γ-lactam derivatives with potential biological activity, that are, alkyl (Z)-2-(2-oxopyrrolidin-3-ylidene)acetates. Our method is based on the catalytic assembly of readily available building blocks, namely, homopropargylic amines, carbon monoxide, an alcohol, and oxygen (from air). These simple substrates are efficiently activated in ordered sequence under the action of a very simple catalytic system, consisting of PdI2 in conjunction with KI to give the γ-lactam products in 47–85% yields. Carbonylation reactions are carried out at 100 °C for 2–5 h under 40 atm of a 4:1 mixture of CO‒air, with 0.5–5 mol% of PdI2 and 5–50 mol% of KI. |
| Starting Page | 227 |
| e-ISSN | 20734344 |
| DOI | 10.3390/catal11020227 |
| Journal | Catalysts |
| Issue Number | 2 |
| Volume Number | 11 |
| Language | English |
| Publisher | MDPI |
| Publisher Date | 2021-02-09 |
| Access Restriction | Open |
| Subject Keyword | Catalysts Organic Chemistry Carbonylation Γ-lactams Heterocycles Homogeneous Catalysis Homopropargylic Amines Multicomponent Reaction Oxidative Carbonylation Palladium Pyrrolidinones Steroselective Synthesis |
| Content Type | Text |
| Resource Type | Article |
