In 2022,Yuan, Sitian; Ye, Xiaoling; Cai, Jingyu; Song, Zhibin; Tan, Yuxing; Peng, Yiyuan; Ding, Qiuping published an article in Journal of Organic Chemistry. The title of the article was 《DMF-Assisted Radical Cyclization of o-Isocyanodiaryl Ethers via 1,5-Aryl Migration: Construction of 2-Arylbenzoxazoles》.Quality Control of m-Methoxyphenol The author mentioned the following in the article:
A novel DMF-assisted radical cyclization of o-isocyanodiaryl ethers 2-CN-3-R1-4-R2 -5-R3 C6HOR (R = 2-tert-butylphenyl, 2-phenylphenyl, pyridin-2-yl; R1 = H, Me, Cl; R2 = H, Me, Cl; R3 = H, Me) via 1,5-aryl migration has been developed for the synthesis of a series of 2-arylbenzoxazoles I and 2-phenyloxazolo[4,5-b]pyridine by the FeCl3/TBHP/Et3N catalytic system in DMF. However, N,N-dimethylbenzo[d]thiazole-2-carboxamide and N,N-dimethylbenzo[d]selenazole-2-carboxamide were obtained from the corresponding substrate 2-isocyanophenyl p-methoxyphenyl thioether and 2-isocyanodiphenyl selenoether under the same conditions. A possible mechanism may involve aryl 1,5-migration and DMF-assisted radical cyclization of o-isocyanodiaryl ethers I. The results came from multiple reactions, including the reaction of m-Methoxyphenol(cas: 150-19-6Quality Control of m-Methoxyphenol)
m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneQuality Control of m-Methoxyphenol
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem