348-45-8Relevant articles and documents
Environment-friendly and efficient synthesis of 2-aminobenzo-xazoles and 2-aminobenzothiazoles catalyzed by: Vitreoscilla hemoglobin incorporating a cobalt porphyrin cofactor
Li, Fengxi,Li, Zhengqiang,Su, Jiali,Wang, Chunyu,Wang, Ciduo,Wang, Lei,Xu, Yaning,Zhao, Nan
, p. 8047 - 8052 (2021/11/01)
In this study, an environment-friendly and efficient artificial Vitreoscilla hemoglobin (VHb) for the synthesis of 2-aminobenzoxazoles and 2-aminobenzothiazoles has been reported. We demonstrate an expression-based porphyrin substitution strategy to produce VHb containing cobalt porphyrin instead of native hemin, which can catalyze the oxidative cyclization of corresponding 2-aminobenzoxazoles and 2-aminobenthiazoles with up to 97% yield and 4850 catalytic turnovers in water under aerobic conditions. Hence, we provide a green and mild method for the synthesis of 2-aminobenzoxazoles and 2-aminobenzothiazoles. In addition, we indicate the value of porphyrin ligand substitution as a strategy to tune and enhance the catalytic properties of hemoproteins in non-natural reactions.
A practical synthesis of 2-aminobenzothiazoles via copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in ionic liquids
Chen, Ling,Huang, Bin,Nie, Quan,Cai, Mingzhong
, p. 446 - 450 (2016/05/19)
A copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates was achieved in hydrophobic [bmim][PF6] ionic liquid under mild conditions, generating a variety of 2-aminobenzothiazoles in good to excellent yields. The tandem reaction that was carried out in [bmim][PF6] has some obvious advantages such as accelerated reaction rate and increased yield as compared with the reaction run in volatile solvents such as toluene. Furthermore, the CuI/1,10-phenanthroline catalytic system can be reused up to eight times without loss of activity and efficiency.
Oxidative coupling of formamides with β-dicarbonyl compounds and the synthesis of 2-aminobenzothiazole using Cu(II)-functionalized Fe3O4 nanoparticles This article is dedicated to memory of Mostafa Chamran.
Azizi, Kobra,Karimi, Meghdad,Heydari, Akbar
, p. 812 - 816 (2015/02/19)
The Fe3O4@EDTA-Cu(II) nanoparticles catalyzed oxidative coupling of formamides with β-dicarbonyl compounds is developed using tert-butyl hydroperoxide as an oxidant. In general, the enol carbamates are synthesized in excellent yields (up to 92%) under the optimized reaction conditions. Fe3O4@EDTA-Cu(II) has the advantage of being magnetically recoverable. Also, we have established a highly efficient Fe3O4@EDTA-Cu(II)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates for the synthesis of 2-aminobenzothiazoles.