Iodine- and TBHP-Promoted Acylation of Benzothiazoles under Metal-Free Conditions

Bin Wang, Qianwei Zhang, Zhongqi Guo, Keyume Ablajan*

*College of Chemistry, Xinjiang University, Urumqi 830046, P. R. of China, Email: ablajan209xju.edu.cn

B. Wang, Q. Zhang, Z. Guo, K. Ablajan, Synthesis, 2020, 52, 3058-3064.

DOI: 10.1055/s-0040-1707204

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Abstract

I₂ and TBHP mediate a convenient synthesis of 2-acylbenzothiazoles in very good yields from acetophenones and benzothiazoles. The formal acylation of the benzothiazoles is achieved through a sequence involving formation of an aryl glyoxal, ring-opening of the benzothiazole followed by condensation of the amino group with the aryl glyoxal, cyclization and oxidation.

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Key Words

benzothiazoles, 2-acylbenzothiazoles, metal-free, 2-aminothiophenols, TBHP, iodine

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ID: J66-Y2020