862972-91-6Relevant academic research and scientific papers
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.
Intramolecular Pauson-Khand reaction catalyzed by oxime-derived palladacycles
Wang, Xue-Rui,Lu, Fu-Hua,Song, Yang,Lu, Zhong-Lin
supporting information; experimental part, p. 589 - 592 (2012/02/01)
Oxime-derived palladacycles were successfully applied as a novel class of catalysts in the intramolecular Pauson-Khand reactions. Allylpropargyl ethers and allylpropargyl amines can be efficiently converted to the cyclopentenone products with good to exce
Utilization of aldoses as a carbonyl source in cyclocarbonylation of enynes
Ikeda, Keiichi,Morimoto, Tsumoru,Kakiuchi, Kiyomi
supporting information; experimental part, p. 6279 - 6282 (2010/12/25)
Figure presented. The reaction of enynes with acetyl-masked aldoses in the presence of a rhodium(I) catalyst resulted in cyclocarbonylation, thus avoiding the direct use of carbon monoxide, to afford bicyclic cyclopentenones. In rhodium catalysis, aldoses serve as a carbon monoxide equivalent by donating their carbonyl moieties on the acyclic aldehyde form to enynes. A variety of aldoses, including d-glucose, d-mannose, d-galactose, d-xylose, and d-ribose, can be used as a carbonyl source. Using the method, a wide variety of enynes were cyclocarbonylated in 22-67% yields. An asymmetric variant also proceeded with moderate to high enantioselectivity.
Rh-catalyzed aqueous pauson-khand-type cycloaddition in microwave-irradiated medium
Lee, Hang Wai,Kwong, Fuk Yee,Chan, Albert S. C.
experimental part, p. 1553 - 1556 (2009/04/07)
Microwave-assisted Rh-catalyzed dual catalysis in aqueous medium is described. This tandem process transforms the enyne to cycloadduct by cascade decarbonylation of formate ester and subsequently carbonylation of enyne under microwave-irradiated condition
Microwave-assisted rhodium-complex-catalyzed cascade decarbonylation and asymmetric Pauson-Khand-type cyclizations
Hang, Wai Lee,Lai, Na Lee,Chan, Albert S. C.,Fuk, Yee Kwong
supporting information; experimental part, p. 3403 - 3406 (2009/04/07)
Microwave-assisted Rh-diphosphane-complex-catalyzed dual catalysis is reported. This cooperative process provides [2+2+1] cycloadducts by sequential decarbonylation of aldehyde or formate and carbonylation of enynes within a short period of time. Various
