Oxidant/Solvent-Controlled I2-Catalyzed Domino Annulation for Selective Synthesis of 2-Aroylbenzothiazoles and 2-Arylbenzothiazoles under Metal-Free Conditions
Renchao Ma, Yuxin Ding, Rener Chen, Zhiming Wang, Lei Wang and Yongmin Ma*
*Institute of Advanced Studies and School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, P R China,
Email: yongmin.ma
tzc.edu.cn
R. Ma, Y. Ding, R. Chen, Z. Wang, L. Wang, Y. Ma, J. Org. Chem., 2021, 86, 310-321.
see article for more reactions
Abstract
Iodine catalyzes simple and practical syntheses of 2-aroylbenzothiazoles and 2-arylbenzothiazoles from 2-aminobenzenethiols and acetophenones under metal-free conditions. Reactions in DMSO as oxidant and reaction medium provide 2-aroylbenzothiazoles, whereas the use of nitrobenzene as oxidant in dioxane as solvent enables the synthesis of 2-arylbenzothiazoles.
see article for more examples
proposed reaction mechanisms
Key Words
benzothiazoles, DMSO, nitrobenzene
ID: J42-Y2021
