Catalytic Oxidative Carbonylation of Amino Moieties to Ureas, Oxamides, 2-Oxazolidinones, and Benzoxazolones

被引:55
|
作者
Mancuso, Raffaella [1 ,2 ]
Raut, Dnyaneshwar S. [1 ]
Della Ca', Nicola [3 ,4 ]
Fini, Francesco [5 ]
Carfagna, Carla [6 ]
Gabriele, Bartolo [1 ]
机构
[1] Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Arcavacata Di Rende, CS, Italy
[2] Univ Calabria, Dipartimento Ingn Meccan Energet & Gestionale, I-87036 Arcavacata Di Rende, CS, Italy
[3] Univ Parma, Dipartimento Chim, I-43124 Parma, Italy
[4] Univ Parma, CIRCC, I-43124 Parma, Italy
[5] Univ Urbino, Dipartimento Sci Biomol, I-61029 Urbino, PU, Italy
[6] Univ Bologna, Dipartimento Chim Ind Toso Montanari, I-40136 Bologna, Italy
关键词
amines; amino alcohols; carbonylation; ionic liquids; palladium; OXAZOLIDINONE ANTIBACTERIAL AGENTS; IONIC LIQUIDS; BIOLOGICAL-ACTIVITY; ORGANIC-SYNTHESIS; REACTION MEDIA; IN-VIVO; DERIVATIVES; INHIBITORS; EFFICIENT; DESIGN;
D O I
10.1002/cssc.201500343
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The direct syntheses of ureas, oxamides, 2-oxazolidinones, and benzoxazolones by the oxidative carbonylation of amines, -amino alcohols, and 2-aminophenols allows us to obtain high value added molecules, which have a large number of important applications in several fields, from very simple building blocks. We have found that it is possible to perform these transformations using the PdI2/KI catalytic system in an ionic liquid, such as 1-butyl-3-methylimidazolium tetrafluoroborate, as the solvent, the solvent/catalyst system can be recycled several times with only a slight loss of activity, and the product can be recovered easily by crystallization.
引用
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页码:2204 / 2211
页数:8
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