23652-96-2Relevant academic research and scientific papers
Highly efficient and facile synthesis of β-enaminones catalyzed by diphenylammonium triflate
Zhao, Ting-Ting,Song, Jiang-Long,Hong, Feng-Qing,Xia, Jian-Sheng,Li, Jian-Jun
, p. 2857 - 2868 (2019/08/21)
Abstract: The catalytic performance of diphenylammonium triflates as an organocatalyst in the synthesis of β-enaminones from various substituted β-diketones and amides (or amines) were evaluated. A wide range of β-enaminones were efficiently synthesized in good to excellent yields under mild reaction conditions. Applying diphenylammonium triflate (DPAT) as catalyst makes this protocol cost-effective, low corrosive and easy to handle. Graphic abstract: [Figure not available: see fulltext.].
Hypervalent iodane mediated reactions of: N -acetyl enamines for the synthesis of oxazoles and imidazoles
Xu, Kang,Yang, Ruiqi,Yang, Shuang,Jiang, Cheng,Ding, Zhenhua
supporting information, p. 8977 - 8981 (2019/10/28)
A hypervalent iodane reagent used for the intramolecular cyclization of N-acetyl enamines and intermolecular cyclocondensation of enamines and nitriles was investigated. The reaction was performed under mild conditions and gave oxazoles and imidazoles, respectively, in moderate to excellent yields. This transformation exhibits good reactivity, selectivity and functional group tolerance. The selectivity of the intra- or intermolecular reaction is dependent on the structure of N-acetyl enamines.
A rapid access to substituted oxazoles via PIFA-mediated oxidative cyclization of enamides
Kamiya, Midori,Sonoda, Motohiro,Tanimori, Shinji
, p. 1247 - 1254 (2017/02/10)
A facile and rapid access to multi-substituted oxazoles has been achieved under mild reaction conditions in a short reaction time. Reaction of enamides 1 with [bis(trifluoroacetoxy)iodo]benzene (PIFA) in trifluoroethanol (TFE) at room temperature for 15?min afforded the desired oxazoles 2 in moderate to excellent yields (58–98%). A wide range of functional group tolerance has been observed for these transformations.
Enantioselective synthesis of optically pure β-amino ketones and γ-aryl amines by Rh-catalyzed asymmetric hydrogenation
Geng, Huiling,Huang, Kexuan,Sun, Tian,Li, Wei,Zhang, Xiaowei,Zhou, Le,Wu, Wenjun,Zhang, Xumu
, p. 332 - 334 (2011/03/19)
A series of optically pure β-amino ketones have been synthesized in high enantioselectivities (ee > 99%) by Rh-DuanPhos-catalyzed asymmetric hydrogenation of readily prepared β-keto enamides. Further reduction of these β-amino ketones with hydrogen and Pd/C leads to the formation of a variety of protected enantiomerically pure γ-aryl amines (ee > 99%), which are key building blocks in many bioactive molecules.
Asymmetric synthesis of 4H-1,3-oxazines: Enantioselective reductive cyclization of N-acylated β-amino enones with trichlorosilane catalyzed by chiral Lewis bases
Sugiura, Masaharu,Kumahara, Mako,Nakajima, Makoto
supporting information; experimental part, p. 3585 - 3587 (2009/12/03)
N-Acylated β-amino enones reductively cyclize by treatment with trichlorosilane and a chiral Lewis base catalyst to afford optically active 4H-1,3-oxazines, which can be transformed to other chiral compounds without racemization.
