66075-39-6Relevant academic research and scientific papers
Method for synthesizing alpha, beta unsaturated amide compound
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Paragraph 0022; 0023, (2017/07/19)
The invention discloses a method for synthesizing an alpha, beta unsaturated amide compound, and relates to alpha, beta unsaturated amide. The invention provides a method for synthesizing the alpha, beta unsaturated amide compound, which uses cyclic tertiary amide stable and easy to obtain as a raw material and has relatively high efficiency. The tertiary amide is added into a halohydrocarbon solvent; after a condensation reaction is performed between the tertiary amide and trifluoromethanesulfonic anhydride, organic alkali and aromatic aldehyde, extraction, drying, concentration and purification are carried out to obtain the alpha, beta unsaturated amide compound. The alpha, beta unsaturated amide compound is efficiently synthesized by using the cyclic tertiary amide stable and easy to obtain as the raw material; the method is simple to operate and separate; all used reagents are common reagents, and are cheap and easy to obtain.
SpinPhox/iridium(I)-catalyzed asymmetric hydrogenation of cyclic α-alkylidene carbonyl compounds
Liu, Xu,Han, Zhaobin,Wang, Zheng,Ding, Kuiling
supporting information, p. 1978 - 1982 (2014/03/21)
Optically active medium-sized cyclic carbonyl compounds bearing an α-chiral carbon center are of interest in pharmaceutical sciences and asymmetric synthesis. Herein, SpinPhox/IrI catalysts have been demonstrated to be highly enantioselective in the asymmetric hydrogenation of the Ci￡C bonds in the exocyclic α,β-unsaturated cyclic carbonyls, including a broad range of α-alkylidene lactams, unsaturated cyclic ketones, and lactones. It is noteworthy that the procedure can be successfully used in the asymmetric hydrogenation of the challenging α-alkylidenelactam substrates with six- or seven-membered rings, thus affording the corresponding optically active carbonyl compounds with an α-chiral carbon center in generally excellent enantiomeric excesses (up to 98 % ee). Synthetic utility of the protocol has also been demonstrated in the asymmetric synthesis of the anti-inflammatory drug loxoprofen and its analogue, as well as biologically important ε-aminocaproic acid derivatives. Take it for a spin: SpinPhox/IrI complexes are highly efficient and versatile in the enantioselective hydrogenation of a broad spectrum of exocyclic α,β-unsaturated carbonyl compounds, especially the challenging α-alkylidene lactam substrates with six- or seven-membered rings. The synthetic utility of the present protocol is demonstrated in the asymmetric synthesis of biologically important loxoprofen and ε-aminocaproic acid derivatives. Copyright
One-Pot (1-Ethoxycarbonylcyclopropyl)-triphenylphosphonium tetrafluoroborate ring-opening and wittig reaction
Chung, Seung Won,Plummer, Mark S.,McAllister, Laura A.,Oliver III, Robert M.,Abramite, Joseph A.,Shen, Yue,Sun, Jianmin,Uccello, Daniel P.,Arcari, Joel T.,Price, Loren M.,Montgomery, Justin I.
supporting information; experimental part, p. 5338 - 5341 (2011/12/05)
An efficient method was developed for the synthesis of 2-methylene-4- substituted ethyl butyrates via cyclopropyl opening followed by a Wittig reaction. The desired products were formed in a two-step, one-pot reaction sequence. Alternatively, the key inte
Iridium-catalyzed highly enantioselective hydrogenation of exocyclic α,β-unsaturated carbonyl compounds
Tian, Fengtao,Yao, Dongmei,Liu, Yuanyuan,Xie, Fang,Zhang, Wanbin
supporting information; experimental part, p. 1841 - 1845 (2010/10/21)
By using the iridium complex of a phosphine-oxazoline ligand with an axis-unfixed biphenyl backbone, a highly enantioselective hydrogenation of the C=C bond of exocyclic α,β-unsaturated carbonyl compounds to afford α-chiral cyclic ketones, lactones and lactams was developed.
