18793-46-9Relevant academic research and scientific papers
Cobaloxime Catalysis for Enamine Phosphorylation with Hydrogen Evolution
Lei, Tao,Liang, Ge,Cheng, Yuan-Yuan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 5385 - 5389 (2020/07/08)
Direct phosphorylation of enamine and enamide with hydrogen evolution was realized via cobaloxime catalysis under visible-light irradiation. Control experiments and spectroscopic studies demonstrated a reductive quenching pathway of cobaloxime catalyst to produce phosphinoyl radical, which underwent cross-coupling with various enamines (and enamides) to give diverse β-phosphinoyl products in good to excellent yields. More interestingly, Z/E mixture of acyclic enamines could convert into single Z-products with good reactivity.
METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN
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Paragraph 0113, (2017/10/27)
Provided is a method for preparing an enamide compound, which includes reacting an organic azide compound having α-hydrogen and an anhydride by addition of a ruthenium complex catalyst in the presence of an ionic liquid, and a ruthenium complex catalyst u
CATALYTIC PREPARATION OF ENAMIDES FROM ALKYL AZIDES AND ACYL DONORS
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Paragraph 0159-0160, (2016/10/10)
The present invention relates to a method to synthesize an enamide compound by generating imine which does not have a substituent group bonded to the nitrogen from an organic azide compound and conducting a reaction of the same with acyl doner. By using t
Synthesis of Enamides by Ruthenium-Catalyzed Reaction of Alkyl Azides with Acid Anhydrides in Ionic Liquid
Pak, Han Kyu,Han, Junghoon,Jeon, Mina,Kim, Yongjin,Kwon, Yearang,Park, Jin Yong,Rhee, Young Ho,Park, Jaiwook
, p. 4030 - 4034 (2015/12/26)
Enamides were synthesized by a ruthenium-catalyzed one-pot, one-step procedure from alkyl azides and acid anhydrides. The substrate scope includes not only secondary azides, but also primary aliphatic ones to give a wide range of enamides containing vario
Exploiting the Nucleophilicity of N-H Imines: Synthesis of Enamides from Alkyl Azides and Acid Anhydrides
Han, Junghoon,Jeon, Mina,Pak, Han Kyu,Rhee, Young Ho,Park, Jaiwook
, p. 2769 - 2774 (2016/02/18)
The nucleophilicity of N-unsubstituted imines, which were generated from alkyl azides by a ruthenium-catalyzed reaction, was investigated in the reaction with acid anhydrides. The initial products were N-acylimines, which isomerized to the corresponding e
Practical syntheses of N-acetyl (E)-β-arylenamides
Cai, Zhihua,Liu, Guodu,Jiao, Guangjun,Senanayake, Chris H.,Tang, Wenjun
, p. 3355 - 3360 (2014/01/06)
A facile and practical method for the preparation of (E)-β- arylenamides [(E)-N-(1-arylprop-1-en-2-yl]acetamides] has been developed by reductive acetylation of the corresponding oximes with iron(II) acetate as the reducing reagent. Employment of hexamethylphosphoramide as the solvent was found to be critical for the high E/Z selectivity. The methodology has been applied in efficient syntheses of a key chiral intermediate of tamsulosin by asymmetric hydrogenation. Georg Thieme Verlag Stuttgart . New York.
Design of phosphorus ligands with deep chiral pockets: Practical Synthesis of chiral β-arylamines by asymmetric hydrogenation
Liu, Guodu,Liu, Xiangqian,Cai, Zhihua,Jiao, Guangjun,Xu, Guangqing,Tang, Wenjun
, p. 4235 - 4238 (2013/05/08)
WingPhos, a C2-symmetric bisphosphorus ligand with a deep and well-defined chiral pocket was developed. It has shown high efficiency in the rhodium-catalyzed asymmetric hydrogenation of (E)-β-aryl-N-acetyl enamides, cyclic β-aryl enamides, and heterocyclic β-aryl enamides. A series of chiral β-arylisopropylamines, 2-aminotetralines, and 3-aminochromans can be synthesized with excellent ee values (nbd=3,5-norbornadiene; TON=turnover number). Copyright
Enantioselective hydrogenation of (Z)- and (E)-β-arylenamides catalyzed by rhodium complexes of monodentate chiral spiro phosphorous ligands: A new access to chiral β-arylisopropylamines
Zhu, Shou-Fei,Liu, Tao,Yang, Shuang,Song, Song,Zhou, Qi-Lin
supporting information; experimental part, p. 7685 - 7690 (2012/09/07)
A highly enantioselective rhodium-catalyzed hydrogenation of both (Z)- and (E)-β-arylenamides was developed by using monodentate chiral spiro phosphite and phosphine ligands, respectively. The hydrogenation reaction provides an efficient access to optically active β-arylisopropylamines, important building blocks for the synthesis of biologically active compounds.
Direct titanium-mediated conversion of ketones into enamides with ammonia and acetic anhydride
Reeves, Jonathan T.,Tan, Zhulin,Han, Zhengxu S.,Li, Guisheng,Zhang, Yongda,Xu, Yibo,Reeves, Diana C.,Gonnella, Nina C.,Ma, Shengli,Lee, Heewon,Lu, Bruce Z.,Senanayake, Chris H.
supporting information; experimental part, p. 1400 - 1404 (2012/03/26)
A one-step conversion of ketones into N-acetyl enamides was developed. The process employs safe and inexpensive reagents, proceeds under mild conditions, and tolerates diverse functional groups. The addition of edte (N,N,N ,N -tetrakis(2-hydroxyethyl)ethy
Efficient synthesis of chiral β-arylisopropylamines by using catalytic asymmetric hydrogenation
Chen, Jian,Zhang, Weicheng,Geng, Huiling,Li, Wei,Hou, Guohua,Lei, Aiwen,Zhang, Xumu
supporting information; experimental part, p. 800 - 802 (2009/05/06)
(Chemical Equation Presented) Direct condensation of β-arylketones with acetamide afforded both Z and E enamides. The Z-configured substrates underwent hydrogenation with excellent enantioselectivity by using the Rh/tang-phos catalytic system (see scheme; tangphos = 1,1′-di-tert-butyl- [2,2′]-diphospholanyl). The product β-arylisopropylamines are important precursors to several drugs.
