Selective synthesis of 2-substituted 4-carboxy oxazoles, thiazoles and thiazolidines from serine or cysteine amino acids

被引:23
作者
Di Credico, Barbara [1 ]
Reginato, Gianna [1 ]
Gonsalvi, Luca [1 ]
Peruzzini, Maurizio [1 ]
Rossin, Andrea [1 ]
机构
[1] CNR, Ist Chim Composti Organometall, ICCOM, I-50019 Sesto Fiorentino, Firenze, Italy
关键词
Carboxy thiazoles; Carboxy oxazoles; Microwave activation; Multidentate ligands; ORGANIC-SYNTHESIS; DERIVATIVES; ANALOGS; OXIDATION; EFFICIENT; DESIGN; AGENTS;
D O I
10.1016/j.tet.2010.09.104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of new 4-carboxy oxazoles, thiazoles and thiazolidines by condensation of serine or cysteine with aldehydes or acids is described. Due to the optimization of a mild and selective procedure, which takes advantage of the positive effect of microwave irradiation on the MnO2 mediated oxidation step, the 2-substituted-4-carboxy derivatives can be obtained in multi-gram scale. Examples of coordination chemistry to Ni(II) and Co(II) are described. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:267 / 274
页数:8
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