Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 31, Pages 6261-6268Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100657
Keywords
Amines; Amides; Carbonylation; Iodine; Tungsten
Categories
Funding
- American Chemical Society
- China Scholarship Council
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The oxidative carbonylation of aniline to N,N'-diphenylurea was carried out by using W(CO)(6) as the catalyst, I-2 as the oxidant, CO as the carbonyl source and 4-(dimethylamino)pyridine (DMAP) as base. The reaction conditions were optimized with respect to different bases, molar ratio of DMAP/iodine, temperature, time, and CO pressure. Various p-substituted arylamines can be converted into the respective symmetrical and unsymmetrical N,N'-disubstituted ureas in moderate to good yields. The reaction demonstrated broad tolerance of functionality.
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