143633-91-4Relevant articles and documents
Alkylative cyclization of 1,6-enynes in water with an amphiphilic resin-supported palladium catalyst
Nakai, Yasushi,Kimura, Tsutomu,Uozumi, Yasuhiro
, p. 3065 - 3068 (2006)
An alkylative cyclization of a 1,6-enyne with aryl halides was performed with an amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin supported phosphine-palladium complex in water under heterogeneous conditions to give benzylidenecyclohexenes in
Rhodium(i)-catalyzed Pauson-Khand-type reaction using formic acid as a CO surrogate: An alternative approach for indirect CO2 utilization
Lang, Xian-Dong,You, Fei,He, Xing,Yu, Yi-Chen,He, Liang-Nian
supporting information, p. 509 - 514 (2019/02/14)
Formic acid is found to be an ideal CO surrogate for the rhodium(i)-catalyzed Pauson-Khand-type (PK-type) reaction of various substituted 1,6-enynes to afford bicyclic cyclopentenones in moderate to good yields. High TON value of up to 263 and good results in the gram-scale experiment were also obtained, demonstrating the efficacy of this methodology. In addition, heterocyclic molecules of pharmaceutical importance were also furnished via inter- or intra-molecular hetero-PK-type reactions, further broadening the application of current strategy. In this protocol, formic acid was utilized as a bridging molecule for the conversion of CO2 to CO, since formic acid is manufactured via catalytic hydrogenation of CO2 and releases CO in the presence of acetic anhydride readily. Therefore, this methodology represents a green and indirect approach for chemical valorization of CO2 in the preparation of value-added compounds.
Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2 + 2 + 1] Cycloaddition
Ohmura, Toshimichi,Sasaki, Ikuo,Suginome, Michinori
supporting information, p. 1649 - 1653 (2019/03/20)
An alkene-alkyne-silylene [2 + 2 + 1] cycloaddition takes place in the rhodium-catalyzed reaction of 1,6-enynes with borylsilanes bearing an alkoxy group on the silicon atoms, which react as synthetic equivalents of silylene. The reaction proceeds efficiently in 1,2-dichloroethane at 80-110 °C in the presence of a rhodium catalyst bearing bis(diphenylphosphino)methane (DPPM) as a ligand to afford 1-silacyclopent-2-enes in good to high yields.
Stereoselective nickel-catalyzed [2+2+2] cycloaddition of enynes and arynes
Candito, David A.,Lautens, Mark
supporting information; experimental part, p. 1987 - 1992 (2011/10/09)
Examples of stereoselective reactions of aryne intermediates are rare in the literature. A stereoselective nickel-catalyzed [2+2+2] cycloaddition of 1,6-enynes with aryne intermediates is reported. Excellent stereoselectivities were observed when a substi
Rhodium-catalyzed pauson-khand-type reaction using alcohol as a source of carbon monoxide
Park, Ji Hoon,Cho, Yoonhee,Chung, Young Keun
supporting information; experimental part, p. 5138 - 5141 (2010/10/03)
Three in one pot! Bicyclic cyclopentenones have been synthesized from enynes in alcohol in the presence of a rhodium catalyst through a newly developed auto-tandem catalytic reaction. This process combines three mechanistically distinctive reactions - an
CO-transfer carbonylation reactions. A catalytic pauson-khand-type reaction of enynes with aldehydes as a source of carbon monoxide
Morimoto, Tsumoru,Fuji, Koji,Tsutsumi, Ken,Kakiuchi, Kiyomi
, p. 3806 - 3807 (2007/10/03)
The reaction of enynes with aldehydes in the presence of a catalytic amount of [RhCl(cod)]2/dppp results in the Pauson-Khand-type reaction without the use of gaseous carbon monoxide to give bicyclic cyclopentenones in high yields (14 examples).
The rhodium-catalyzed Pauson-Khand reaction
Kobayashi, Toshitake,Koga, Yuji,Narasaka, Koichi
, p. 73 - 87 (2007/10/03)
A rhodium carbonyl complex, [RhCl(CO)2]2, serves as a catalyst of the intra- and inter-molecular Pauson-Khand reaction. By the use of the rhodium catalyst, cyclopentenone derivatives are prepared from various 1,6- and 1,7-enynes unde
