Browsing by Subject "Ciclobutanol"
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PublicationOpen AccessData for compounds included in the article "Pd-Catalyzed Formal [2 + 2]-Retrocyclization of Cyclobutanols via 2-Fold Csp3–Csp3 Bond Cleavage"(2024-01-04) Sergio Parra García; Marina Ballester Ibáñez; García López Jose Antonio; Jose Antonio García López; Química Inorgánica; Facultades de la UMU::Facultad de Química- PublicationOpen AccessData for compounds included in the article "Pd-Catalyzed Ring-Opening Polymerization of Cyclobutanols through C(sp3)–C(sp3) Bond Cleavage"(American Chemical Society, 2024-07-09) Sergio Parra García; Isabel Saura Llamas; Delia Bautista; Juan Gil Rubio; José Antonio García López; José Antonio García López; Química Inorgánica; Facultades de la UMU::Facultad de Química
- PublicationOpen AccessPd-catalyzed formal [2+2]-retrocyclization of cyclobutanols via two-fold Csp3–Csp3 bond cleavage(ACS, 2024-01-04) Parra-García, Sergio; Ballester-Ibáñez, Marina; García-López, José-Antonio; Química InorgánicaIn this work we describe the unexpected two-fold Csp3–Csp3 bond cleavage suffered by cyclobutanols in the presence of a catalytic amount of Pd(OAc)2 and promoted by the bulky biaryl JohnPhos ligand. Overall, the sequential cleavage of a strained and an unstrained Csp3–Csp3 bond leads to the formal [2+2]-retrocyclization products, namely, styrene and ace- tophenone derivatives. This procedure might enable the use of cyclobutanols as masked acetyl groups resisting harsh condi- tions in organic synthesis.
- PublicationOpen AccessSynthesis of Benzofused O- and N‐Heterocycles through Cascade Carbopalladation/Cross-Alkylation of Alkynes Involving the C−C Cleavage of Cyclobutanols(American Chemical Society, 2022-03-03) Pérez-Gómez, Marta; Herrera-Ramírez, Piedad; Bautista, Delia; Saura-LLamas, Isabel; García-López, José Antonio; Química InorgánicaWe report a Pd-catalyzed route to heterocycles bearing a tetrasubstituted alkene fragment. Our approach merges the intramolecular carbopalladation of tethered alkynes with an alkylation step produced by the C–C cleavage of cyclobutanol derivatives. An alkenyl-Pd(II) intermediate has been isolated and characterized by X-ray diffraction studies. Interestingly, the nature of the tethering alkynyl chain influences the E/Z stereochemistry of the alkenyl fragment in the functionalized heterocycles