Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 31, Pages 6266-6270Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25799h
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Funding
- Natural Science Foundation of China
- 973 program from National Basic Research Program of China [2011CB808601]
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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 AlMe3-catalyzed sequential reaction from the same substrates gives the isomer.
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