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- W2952747116 abstract "A new concept of highly chemo- and regioselective formation of the benzene ring by a palladium-catalyzed formal [2 + 2 + 2] sequential intermolecular trimerization of alkynes is proposed. Homodimerization of terminal alkynes and subsequent [4 + 2] benzannulation with diynes gives tetrasubstituted benzenes in moderate to good yields. The introduction of two different alkynes (terminal and internal) in the first step of the sequence allows for construction of pentasubstituted benzenes from three different acyclic acetylenic units. In all cases the tetra- and pentasubstituted benzenes are formed as a single reaction product without being accompanied by any of regio- or chemoisomers. A significant acceleration of the sequential trimerization reaction in the presence of Lewis acid/phosphine combined system was observed. Mechanistic studies reveal that the Lewis acid assisted isomerization of the E-enyne formed in the first step of the sequence to the more reactive Z-isomer is responsible for the observed accel..." @default.
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- W2952747116 date "2010-05-24" @default.
- W2952747116 modified "2023-09-24" @default.
- W2952747116 title "ChemInform Abstract: Palladium-Catalyzed Highly Chemo- and Regioselective Formal [2 + 2 + 2] Sequential Cycloaddition of Alkynes: A Renaissance of the Well Known Trimerization Reaction?" @default.
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- W2952747116 doi "https://doi.org/10.1002/chin.200136038" @default.
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