Microwave-Assisted Synthesis of 2-Acylamino Naphthothiazole Derivatives

doi:10.6023/cjoc202410021

Abstract

A simple and efficient approach for the synthesis of both naphtho[1,2-d]thiazole and naphtho[2,1-d]thiazole derivatives was developed. Under microwave irradiation, 2-substituented acylamino naphtho[1,2-d]thiazole derivatives were synthesized through the intramolecular cyclization reaction of 3-(1-naphthyl)-1-substituented acylthioureas promoted by manganese(III) acetate. The effects of factors such as amount of oxidant, solvent, reaction time, reaction temperature and microwave power on the yield were investigated. The results showed that 2.5 equiv. of Mn(OAc)₃•2H₂O, 15 mL of acetic acid, a reaction time of 25 min, a reaction temperature of 100 ℃ and a microwave power of 700 W were ralatively suitable synthesis conditions. When this method was applied to the synthesis of 2-substituted acylamino naphtho[2,1-d]thiazole derivatives, satisfactory results were also obtained. This method has the advantages of simple operation, rapid reaction and good atom economy.

Key words: naphthothiazole, microwave, manganese acetate, thiourea

Cite this article

Tianbao Liu, Doudou Miao, Yanfen Peng, Min Zhang, Meifang Gui, Weilong Bi, Yawen Zong. Microwave-Assisted Synthesis of 2-Acylamino Naphthothiazole Derivatives[J]. Chinese Journal of Organic Chemistry, 2025, 45(7): 2612-2619.

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