Nguyen Phong D, Chau Truong K, Le Mai Q, Nguyen Manh T, Nguyen Anh T, Nguyen Tung T
VNU-HCM Key Laboratory of Functional Organic Materials, 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam.
Vietnam National University Ho Chi Minh City, Linh Trung Ward, Ho Chi Minh City, Vietnam.
Org Biomol Chem. 2024 Jul 3;22(26):5296-5300. doi: 10.1039/d4ob00789a.
The synthesis of medicinally relevant -aryl-substituted 2-aminobenzothiazoles often uses 2-aminothiophenol derivatives, which are not commercially abundant, as starting materials. Herein, we report a method for the annulation of C3-substituted nitroarenes and aryl isothiocyanates towards the synthesis of 2-aminobenzothiazoles. Reactions proceeded in the presence of cobalt ferrite nanoparticles as a catalyst, DABCO as a base, and DMF as a promoter. The cobalt ferrite nanoparticles could be recovered after each run and reused up to 3 times while the product yield was not diminished. Our method appears to be the first example of the direct use of substituted nitroarenes for yielding 2-aminobenzothiazoles.
与药物相关的芳基取代的2-氨基苯并噻唑的合成通常使用商业上并不丰富的2-氨基硫酚衍生物作为起始原料。在此，我们报道了一种通过C3-取代的硝基芳烃与芳基异硫氰酸酯环化反应合成2-氨基苯并噻唑的方法。反应在铁酸钴纳米颗粒作为催化剂、1,4-二氮杂双环[2.2.2]辛烷（DABCO）作为碱以及N,N-二甲基甲酰胺（DMF）作为促进剂的条件下进行。每次反应后铁酸钴纳米颗粒均可回收，并可重复使用多达3次，而产物产率并未降低。我们的方法似乎是直接使用取代硝基芳烃来制备2-氨基苯并噻唑的首个实例。
