100063-41-0Relevant articles and documents
Solid-phase rhodium carbenoid reactions: an N-H insertion route to a diverse series of oxazoles.
Clapham,Spanka,Janda
, p. 2173 - 2176 (2001)
[reaction: see text] The solid-phase synthesis of a series of oxazoles is described. The key step in the construction of these molecules involves the rhodium-catalyzed decomposition of polymer-bound alpha-diazo-beta-ketoesters. These reactions are performed in the presence of primary amides and yield the corresponding N-H insertion products. Subsequent cyclodehydration of these alpha-(acylamino)-beta-ketoesters provides the corresponding resin-bound 2,5-disubstituted oxazoles, which are further elaborated during cleavage from the resin.
Electrochemical synthesis of 1,2,4,5-tetrasubstituted imidazoles from enamines and benzylamines
Chen, Zhiwei,Shi, Guang,Wang, Wenxing,Zhang, Shuo
supporting information, p. 6682 - 6686 (2021/08/12)
An electrochemical method for synthesizing 1,2,4,5-tetrasubstituted imidazoles was developed under undivided electrolytic conditions. This synthesis was specifically realized based on electrochemical C(sp3)-H aminationviaenamines and amines. Readily available starting materials were used, avoiding the use of both transition metals and oxidants. The practicability of the method lies in its broad substrate adaptability and in its ability to provide a simple green pathway for synthesizing GABAAreceptor analogs.
The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions
Gl?ckner, Steffen,Tran, Duc N.,Ingham, Richard J.,Fenner, Sabine,Wilson, Zoe E.,Battilocchio, Claudio,Ley, Steven V.
, p. 207 - 214 (2015/02/02)
A rapid flow synthesis of oxazolines and their oxidation to the corresponding oxazoles is reported. The oxazolines are prepared at room temperature in a stereospecific manner, with inversion of stereochemistry, from β-hydroxy amides using Deoxo-Fluor. The
Electrochemically promoted synthesis of polysubstituted oxazoles from β-diketone derivatives and benzylamines under mild conditions
Yuan, Gaoqing,Zhu, Zechen,Gao, Xiaofang,Jiang, Huanfeng
, p. 24300 - 24303 (2014/06/24)
An efficient electrochemical synthesis of poly-substituted oxazoles from readily available β-diketone derivatives and benzylamines is described. This electrochemical procedure does not need hazardous oxidants and transition metal catalysts as well as molecular I2 additives. Compared with the traditional thermo-chemical method, the present electrochemical method is greener and more efficient. The Royal Society of Chemistry 2014.