Solid-phase syntheses of 1,2,4-trisubstituted urazole and thiourazole derivatives

被引:10
作者
Phoon, CW [1 ]
Sim, MM [1 ]
机构
[1] Inst Mol & Cell Biol, Med & Combinatorial Chem Lab, Singapore 117609, Singapore
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2002年 / 4卷 / 05期
关键词
D O I
10.1021/cc0200134
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Solid-phase syntheses of 1,2,4-trisubstituted urazole and thiourazole derivatives have been accomplished. The synthesis began with the coupling of carbonylimidazole-Wang resin with a disubstituted hydrazine. The resultant carbazate was coupled with an isocyanate or isothiocyanate. Subsequent heating of the resin in the presence of triethylamine or potassium t-butoxide induced cyclization and released the desired (thio)urazole into solution. Most of the products were obtained in high yields and purities. Structural diversity can be further expanded at the R-2 substituent by performing the palladium-mediated Suzuki coupling reaction.
引用
收藏
页码:491 / 495
页数:5
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