5078-07-9Relevant articles and documents
A novel method for the synthesis of oxazolocoumarin derivatives
Abdelghani, Essam,El-Aal, Ali Abd,Shehab, Wesam,El-Mobayed, Medhat
, p. 1373 - 1376 (2003)
Anodic oxidation of 7-hydroxycoumarin derivatives 1a-f in anhyd acetonitrile-lithium perchlorate at constant potential between 1.70-1.80 V (vs. Ag/10-2 M Ag+) using an undivided cell and platinium gauze electrodes leads to the formation of the corresponding oxazolocoumarin derivatives 2 and/or 3 according to the position of the second OH group in the benzene ring of the coumarin derivatives 1e,f. The formation of these oxidation products is discussed.
Multicatalytic Beckmann rearrangement of 2-hydroxylarylketone oxime: Switchable synthesis of benzo[d]oxazoles and N-(2-hydroxylaryl)amides
Li, Zhen,Fang, Chengtao,Zheng, Yannan,Qiu, Guanyinsheng,Li, Xiaofang,Zhou, Hongwei
, p. 3934 - 3937 (2018/10/02)
A switchable synthesis route is developed for benzo[d]oxazole derivatives and (2-hydroxylaryl)benzamide from 2-hydroxylbenzeneketoxime using organomolecules (BOP-Cl, and CNC) and Lewis acid cocatalyzed Beckmann rearrangement (BR) reaction. Further, this reaction is switched using different organocatalysts.
Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles
Nimnual, Phongprapan,Tummatorn, Jumreang,Thongsornkleeb, Charnsak,Ruchirawat, Somsak
, p. 8657 - 8667 (2015/09/15)
The utility of the nitrogen extrusion reaction of azido complexes, generated in situ from the corresponding aldehydes or ketones with TMSN3 in the presence of ZrCl4 or TfOH, has been described. These azido complexes could undergo three different pathways, depending on the substrates. First, azido methanolate complexes or imine diazonium ions could lead to benzisoxazole products via an intramolecular nucleophilic substitution. Second, imine diazonium ions could also undergo either the elimination of proton to provide nitrile products in good to excellent yields or an aryl migration, followed by an intramolecular nucleophilic addition, to give benzoxazole products in good yields.