1451077-80-7Relevant academic research and scientific papers
Tuning Vinylethylene Carbonates into [4 + 2] Cycloaddition via Silylation and Vinylogous Peterson Elimination
Feng, Wei,Xu, Li,Li, Deng-Yuan,Liu, Pei-Nian
, p. 5094 - 5098 (2020/07/03)
Vinylethylene carbonates have been extensively used to trigger [3 + n] or [5 + n] cycloaddition via the formation of η3-allylic intermediates, while the important [4 + n] cycloaddition has not been explored yet. Here, we report a new strategy to convert vinylethylene carbonates into 4-(trimethylsilyl)but-2-en-1-ols, which can readily undergo [4 + 2] cycloaddition by in situ formation of 1,3-dienes. This novel reaction involves [PdII]-catalyzed decarboxylative silylation, [FeIII]-catalyzed vinylogous Peterson elimination, and subsequent [4 + 2] cycloaddition to afford a multisubstituted cyclohexa-1,4-diene skeleton.
A ruthenium-based catalytic system with switchable selectivity between cyclotrimerization and enyne metathesis/Diels-Alder reactions of terminal alkynes
Karabulut, Solmaz,Sariaslan, Begüm,?ztürk, Bengi ?zgün
, p. 12 - 16 (2013/08/23)
In this study, we report a practical catalytic system, [RuCl 2(p-cymene)]2/IPr (IPr: 1,3-bis(2,6 diisopropylphenyl) imidazol-2-ylidene), that can switch between cyclotrimerization and cross enyne metathesis. The cyclotrimerization reaction of phenylacetylene catalyzed by [RuCl2(p-cymene)]2 can be switched to enyne metathesis by the introduction of a sterically hindered N-heterocyclic carbene. The 1,3-diene formed during this reaction reacts with dienophiles to form the Diels-Alder adduct. A practical one-pot synthesis method, utilizing enyne metathesis/Diels-Alder reactions, was used to construct cyclic compounds in an efficient manner.
