2940-19-4Relevant 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.
Synthesis and spectral properties of 3-(2-aryl-5-methyl-1,3-oxazol- 4-yl)-2-(2,5-dimethylthiophen-3-yl)cyclopent-2-en-1-ones
Lvov, Andrey G.,Shirinian, Valerii Z.,Kavun, Alexey M.,Krayushkin, Mikhail M.
supporting information, p. 277 - 279 (2015/01/16)
Alkylation of ethyl 4-(2,5-dimethylthiophen-3-yl)-3-oxobutanoate with 2-aryl-4-bromoacetyl-5-methyl-1,3-oxazole followed by decar-boxylation-cyclization of the intermediate diketo ester affords the title photochromic compounds. Relationship between the fl