A ruthenium-based catalytic system with switchable selectivity between cyclotrimerization and enyne metathesis/Diels-Alder reactions of terminal alkynes

作者：Karabulut Solmaz^*; Sariaslan Begum; Ozturk Bengi Ozgun

来源：Catalysis Communications, 2013, 41: 12-16.

DOI：10.1016/j.catcom.2013.06.023

• Enyne metathesis
• Diels-Alder reactions
• One-pot synthesis
• Switchable catalysis

In this study, we report a practical catalytic system, [RuCl2( 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.

• 出版日期2013-11-5