61151-96-0Relevant articles and documents
NIS-TBHP promoted oxidative coupling of C–N and C–O bonds: A metal-free approach to polysubstituted oxazoles
Li, Fei,Liu, Xiaolan,Yang, Shengxiang,Yang, Yuzhu
supporting information, (2020/04/08)
A metal-free approach to polysubstituted oxazoles via the oxidative coupling of readily available benzylamines and 1,3-dicarbonyl derivatives in the presence of an external base has been developed. A variety of functional groups on both of the starting materials are tolerated using this method, affording the corresponding oxazoles in moderate to good yields. Iodination was proposed as the initiation step of the reaction and a plausible mechanism has been proposed to explain the reaction pathway.
A Highly Efficient Heterogeneous Copper-Catalyzed Oxidative Cyclization of Benzylamines and 1,3-Dicarbonyl Compounds to Give Trisubstituted Oxazoles
Cai, Mingzhong,Tuo, Yuxin,Wei, Li,You, Shengyong
, p. 3091 - 3100 (2019/08/07)
The heterogeneous copper-catalyzed cascade oxidative cyclization between benzylamines and 1,3-dicarbonyl compounds was achieved by using the 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-Cu(OAc) 2 ] as catalyst and t -BuOOH (TBHP) as oxidant, with iodine as additive, under mild conditions, yielding a wide variety of 2,4,5-trisubstituted oxazoles in mostly good to excellent yields. This heterogeneous copper catalyst can be facilely prepared via a simple two-step procedure from readily available and inexpensive reagents and exhibits a slightly higher activity than Cu(OAc) 2. MCM-41-2N-Cu(OAc) 2 is also easy to recover and can be recycled up to eight times with almost consistent activity. The reaction is the first example of heterogeneous copper-catalyzed intermolecular cyclization for the construction of polysubstituted oxazoles.
Convenient route to trisubstituted oxazoles via a copper-catalysed tandem oxidative cyclisation by oxygen oxidation
Chen, Chengqun,Chen, Wenfu,Bao, Qianhong
, p. 7 - 10 (2015/02/05)
A novel copper-catalysed oxidative cyclisation has been developed for the synthesis of trisubstituted oxazoles, which is thought to proceed through cascade formation of C-N and C-O bonds by oxygen oxidation. The desired products can be obtained from readily available starting materials while avoiding hazardous materials. Therefore, a green synthetic method for the preparation of oxazoles has been found.
