Silver-Catalyzed Cascade 1,6-Addition/Cyclization of para-Quinone Methides with Propargyl Malonates: An Approach to Spiro[4.5]deca-6,9-dien-8-ones was written by Yuan, Zhenbo;Liu, Lina;Pan, Rui;Yao, Hequan;Lin, Aijun. And the article was included in Journal of Organic Chemistry in 2017.Product Details of 17920-23-9 This article mentions the following:
In the presence of AgNO3, para-quinone methides such as I {R = Ph, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-MeO2CC6H4, 4-NCC6H4, 4-F3CC6H4, 4-MeC6H4, 4-MeOC6H4, 4-Me2NC6H4, 4-PhC6H4, 4-[(E)-PhCH:CH]C6H4, 3-BrC6H4, 2-BrC6H4, 1-naphthyl, 2-thienyl, Me, (E)-PhCH:CH} underwent chemoselective cascade addition and cyclization reactions with propargylmalonates and a propargylsulfonamide mediated by Cs2CO3 in DMF to yield spirocyclopentanecyclohexadienedicarboxylates such as II {R = Ph, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-MeO2CC6H4, 4-NCC6H4, 4-F3CC6H4, 4-MeC6H4, 4-MeOC6H4, 4-Me2NC6H4, 4-PhC6H4, 4-[(E)-PhCH:CH]C6H4, 3-BrC6H4, 2-BrC6H4, 1-naphthyl, 2-thienyl, Me, (E)-PhCH:CH} and a spirocyclohexadienepyrrolidine. The structure of II (R = Ph) was determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Product Details of 17920-23-9).
Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Product Details of 17920-23-9
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics