26946-72-5Relevant 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.
Application of cuprous complex containing ortho-position carborane Schiff base ligand
-
Paragraph 0057-0061; 0063, (2020/07/21)
The invention relates to an application of a cuprous complex containing an ortho-position carborane Schiff base ligand, and a structural formula of the cuprous complex is shown in the specification, in the formula, Ar is aryl containing a benzene ring or heterocyclic aryl, and . is a boron hydrogen bond; the cuprous complex is used for catalyzing an oxidative coupling reaction of benzoxazole and amine compounds to synthesize 2-amino benzoxazole derivatives. The preparation method specifically comprises the following steps: dissolving a cuprous complex, benzoxazole and an amine compound in an organic solvent, then reacting with an oxidant at 50-80 DEG C for 6-12 hours, and separating and purifying to obtain the 2-amino benzoxazole derivative. Compared with the prior art, the cuprous complexcontaining the ortho-carborane Schiff base ligand can efficiently catalyze oxidative coupling of benzoxazole and primary amine or secondary amine to synthesize the 2-amino benzoxazole derivative; theproduct has the advantages of good selectivity, low catalyst dosage, mild reaction conditions, high reaction rate, high yield, wide substrate range and the like, and shows a wide industrial application prospect.
Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles
Duangkamol, Chuthamat,Pattarawarapan, Mookda,Phakhodee, Wong
, p. 1981 - 1990 (2020/07/03)
A convenient oxidative cyclodesulfurization method toward the synthesis of benzofused nitrogen heterocycles using inexpensive and readily available potassium periodate as an oxidant was developed. Upon treating isothiocyanates with ortho -substituted anilines bearing N, N -, N, O -, and N, S -bis-nucleophiles, followed by an intramolecular cyclization of the in situ generated monothioureas, substituted 2-aminobenzazole series were rapidly accessible in good to excellent yields. The protocol can accommodate various substituents on both substrates while allowing more efficient, greener, and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives were also afforded in high yields in a single preparative step and chromatography-free.
