Metal-free synthesis of cyclic di-oxoguanidines via one-pot sequential transformation of amines, carbodiimides and acyl dichlorides.
Metal-free synthesis of cyclic di-oxoguanidines via one-pot sequential transformation of amines, carbodiimides and acyl dichlorides.
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DOI：
10.1039/c2ob25799h
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发表时间：
2012-07
影响因子：
3.2
通讯作者：
F. Zhao;Yang Wang;Wen‐Xiong Zhang;Z. Xi
中科院分区：
文献类型：
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作者：
F. Zhao;Yang Wang;Wen‐Xiong Zhang;Z. Xi
首次在无金属条件下实现了各种胺、酰亚胺和酰氯的一锅顺序反应，通过意想不到的2，2-二氯-咪唑烷二酮中间体得到对称的环状二氧代胍。酰二氯具有双重功能：作为第三组分和活化双酰亚胺。与此形成鲜明对比的是，AlMe（3）催化的来自相同底物的顺序反应得到异构体。
The one-pot sequential reaction of various amines, carbodiimides, and acyl dichlorides has been achieved for the first time under metal-free conditions to provide symmetric cyclic di-oxoguanidines via an unexpected 2,2-dichloro-imidazolidindione intermediate. Acyl dichlorides have a dual function: to serve as the third component and to activate carbodiimides. In sharp contrast, the AlMe(3)-catalyzed sequential reaction from the same substrates gives the isomer.