21160-02-1Relevant academic research and scientific papers
Rhodium(III)-Catalyzed Annulation of Acetophenone O-Acetyl Oximes with Allenoates through Arene C-H Activation: An Access to Isoquinolines
Wang, Quannan,Lou, Jiang,Huang, Zilong,Yu, Zhengkun
, p. 2083 - 2092 (2019/02/19)
Rhodium(III)-catalyzed annulation of acetophenone O-acetyl oximes with allenoates was achieved, affording isoquinolines in good to excellent yields with high regioselectivities under redox-neutral conditions. Allenoates acted as the C2 synthons in the annulation reaction. The present synthetic methodology features good functional group tolerance and avoids metal salts as the external oxidants. The proposed mechanism suggests that the reaction proceeds through arene C-H activation, allene insertion, and C-N coupling.
Iron-Catalyzed Synthesis of 2H-Imidazoles from Oxime Acetates and Vinyl Azides under Redox-Neutral Conditions
Zhu, Zhongzhi,Tang, Xiaodong,Li, Jianxiao,Li, Xianwei,Wu, Wanqing,Deng, Guohua,Jiang, Huanfeng
supporting information, p. 1370 - 1373 (2017/03/23)
A novel and versatile method for the synthesis of 2H-imidazoles via iron-catalyzed [3 + 2] annulation from readily available oxime acetates with vinyl azides has been developed. This denitrogenative process involved N-O/N-N bond cleavages and two C-N bond formations to furnish 2,4-substituted 2H-imidazoles. This protocol was performed under mild reaction conditions and needed no additives or ligands. Furthermore, this is a green reaction involving oxime acetate as internal oxidant, acetic acid, and nitrogen as byproducts.
Rhodium(III)-catalyzed synthesis of isoquinolines from aryl ketone o -acyloxime derivatives and internal alkynes
Too, Pei Chui,Wang, Yi-Feng,Chiba, Shunsuke
supporting information; experimental part, p. 5688 - 5691 (2011/03/23)
A synthetic method of isoquinolines from aryl ketone O-acyloxime derivatives and internal alkynes has been developed using [Cp*RhCl 2]2 - NaOAc as the potential catalyst system. The present transformation is carried out by a redox-neutral sequence of C - H vinylation via ortho-rhodation and C - N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N - O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.
N-substituted imines by the copper-catalyzed N-imination of boronic acids and organostannanes with O-acyl ketoximes
Liu, Songbai,Yu, Ying,Liebeskind, Lanny S.
, p. 1947 - 1950 (2008/02/02)
Catalytic quantities of copper(I) or copper(II) sources catalyze the N-imination of boronic acids and organostannanes through reaction with oxime O-carboxylates under nonbasic conditions. This method tolerates various functional groups and takes place efficiently using aryl, heteroaryl, and alkenyl boronic acids and stannanes.
New light-induced iminyl radical cyclization reactions of acyloximes to isoquinolines
Alonso, Rafael,Campos, Pedro J.,Garcia, Barbara,Rodriguez, Miguel A.
, p. 3521 - 3523 (2007/10/03)
An efficient photochemical approach for the unusual generation of six-membered heterocyclic rings is reported. Iminyl radicals, generated by the irradiation of acyloximes, participate in intramolecular cyclization processes and in intermolecular addition-intramolecular cyclization sequences.
Fungicadal activity of O-esters of benzophenone oximes
Massolini,Carmellino,Baruffini
, p. 747 - 749 (2007/10/02)
Some acyl- and aroyl derivatives of benzophenone oximes variously benzene substituted were prepared and tested in vitro and in vivo against fungal plant pathogens of different taxonomic classes. The tested compounds showed remarkable activity, especially
