Pechakucha 10x10 (MACMoM)
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Rhodium-catalyzed [2+2+2] cycloaddition reactions were studied using yne-allene-cyano substrates. A 10 mol% catalyst of [RhCl(PPh3)3] with 5 mol% Et3N in chlorobenzene at 120°C was used. The reaction conditions were examined for synthesizing substituted pyridines from alkynes, allenes and nitriles.
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Pechakucha 10x10 (MACMoM)
- 1. Portada Màrius Duñach Vega Master student (MACMOM), University of Girona February, 2017
- 3. 3 TM = Rh, Ni, Ru, Co, Zr
- 4. 4
- 5. 5
- 6. 6 NZ X Y C [RhCl(PPh3)3] (10 mol%) Et3N (5 mol%) Clorobenzè MW, 120ºC N Y Z X Haraburda, E.; Lledó, A.; Roglans, A.; Pla-Quintana, A. Org. Lett. 2015, 17, 2882-2885.
- 7. 7 Study the viability of a rhodium-catalyzed [2+2+2] cycloaddition reaction on the yne-allene-cyano substrate.
- 8. 8
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- 12. Portada Màrius Duñach Vega Master student (MACMOM), University of Girona February, 2017
Notes de l'éditeur
- Hello, I am Màrius, and now I will speak about my last work. The cycloaddition [2+2+2+] catalysed by rohodium involving allenes as substrate.
- The formation of rings is one of the most relevant processes in organic synthesis. The transition metal-catalyzed [2+2+2] cycloaddition is an efficient and sustainable method to build ring systems. This reaction type allows for carbocyclic and heterocyclic six-membered rings to be obtained in a single reaction step
- The number of substrates that can participate in this reaction has increased with the development of the [2+2+2] cycloaddition.
- Allenes are also an attractive substrate in [2+2+2] cycloadditions reactions. This compounds are characterized to have two pi orbitals that are roughly orthogonal and can show axial chirality.
- The METSO group reports the intramolecular [2+2+2] cycloaddition reaction of an cyano-yne-allene substrate.
- Following the study of Roglans and co-workers. I study the viability of the [2+2+2] cycloaddition reaction of the yne allene cyano substrated.
- First, I was syntetized the yne-allene-cyano substrated using the conditions of the slide. But the allene synthesis was difficult, its isolation in pure form is difficult. Moreover, when the reaction was scaled-up it did not work.
- When the allene was syntetised, I studied the [2+2+2] cycloaddition of this product using a rhodium complex as a catalyst. Two finals products were possible
- In function of the doble bond of the allene that participated in the reaction.
- However, the results were not as expected. I only observed the decomposition of the substrates.
- Hello, I am Màrius, and now I will speak about my last work. The cycloaddition [2+2+2+] catalysed by rohodium involving allenes as substrate.