The Diyne Reaction of 1,4-, 1,5-, 1,6-, and 1,7-Diynes via Transition Metal Complexes to New Compounds*

An Expeditious Assembly of 3,4‐Benzannulated 8‐Oxabicyclo[3.2.1]octane Systems by [2+2+2] Alkyne Cyclotrimerisation: Total Synthesis of (–)‐Bruguierol A

“…After screening few catalysts, Wilkinson's catalyst [Rh(PPh 3 ) 3 Cl] was found to effect the cyclotrimerisation reaction of 4 with 9 (Scheme 2) effectively at 80°C and afforded 10 in 85 % yield. [18] This was derivatised as its p-nitrobenzoate to www.eurjoc.org5484 obtain crystalline dibenzoate 11, and this compound was characterised by single-crystal X-ray structural analysis (Figure 2). [21] Scheme 2.…”

Development of New Synthetic Strategies, Tactics and their Applications

“…The transition metal‐catalyzed cyclotrimerization reaction involving [2+2+2] cycloaddition of alkyne moieties has become an efficient protocol to assemble aromatic systems in a short synthetic sequence . Initially, the conversion of alkyne moieties to benzene derivative by employing stoichiometric amount of rhodium‐catalyst via [2+2+2] cyclotrimerization reaction . Moreover, it is a popular method in organic synthesis to assemble highly functionalized benzene derivatives in a predetermined manner.…”

“…[1] Initially, the conversion of alkyne moieties to benzene derivative by employing stoichiometric amount of rhodium-catalyst via [2 + 2 + 2] cyclotrimerization reaction. [2,3] Moreover, it is a popular method in organic synthesis to assemble highly functionalized benzene derivatives in a predetermined manner. In this direction, several transition metals (e. g. Ni, Rh, Co, Pd, Cr, Fe, Ru and Ta) as well as Ziegler type catalysts have been studied extensively to promote inter-and intramolecular versions of the cyclotrimerization reactions.…”

Syntheses of Heterocycles via Alkyne Cycloadditions Catalyzed by Cyclopentadienylruthenium-Type Complexes

“…1 Beller and co-workers have developed an efficient synthetic methodology to construct 2,5-diarylfurans form arylalkynes involving two TM-catalyzed reactions: (i) the ruthenium-catalyzed hydroalkoxylative dimerization of arylalkynes with alcohols, and (ii) the copper-catalyzed oxidative cyclization of the resulting dienyl ethers. 41,42 Therefore, no general catalytic protocol for the synthesis of bicyclic furans from !,#-diynes existed previously. However, such a method has been confined to the stoichiometric oxidation via rhodacyclopentadienes and a single example of the palladium-catalyzed oxidative cyclization of 1,7-diphenyl-1,6-heptadiyne resulted in a low yield of the product.…”