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Wang Shoushun
Wang Shoushun

Public Documents 1
Microwave- and Ionic Liquids-Based Sustainable Preparation of 2-Acylbenzothiazoles
Wang Shoushun
Liu Mengjie

Wang Shoushun

and 10 more

March 14, 2024
Microwave irradiation (MW) and ionic liquids (ILs) are two of the most promising relatively greener synthetic approaches for preparing the value-added chemicals. The breakthrough of their combination in the generation of 2-acylbenzothiazoles is unprecedented and de-sirable. Herein, a series of 2-acylbenzothiazole derivatives were synthesized for the first time from the commercially available α-bromoacetophenones and disulfanediyldianilines under the cooperation of ionic liquids and microwave irradiation, metal- and ex-tra-additives-free conditions. Significantly, the dialkylated [PMIM]I (PMIM = propyl methyl imidazolium) ILs is utilized as the optimal al-ternatives for the cyclization to furnish the 2-acylbenzothiazole and at least reused four times without losing of the reaction activities. Furthermore, thus-obtained products have been further converted to the desired products via Suzuki and Sonogashira reaction. A plausi-ble mechanism involved the successive ILs-induced enolation, radical addition, intramolecular cyclization and MW-induced oxidative dehydrogenation was also proposed. The simplicity and sustainability of MW-assisted ILs-mediated reaction conditions for accessing functionalized benzothiazoles is remarkable and could lead to many synthetic innovations in biologically active molecules.

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