期刊
SYNTHESIS-STUTTGART
卷 51, 期 16, 页码 3091-3100出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610710
关键词
copper; 2,4,5-trisubstituted oxazole; oxidative cyclization; heterogeneous catalysis; cascade reaction
资金
- National Natural Science Foundation of China [21462021]
- Natural Science Foundation of Jiangxi Province [20161BAB203086]
- Ministry of Education (Key Laboratory of Functional Small Organic Molecules) [KLFS-KF-201704]
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.
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