Efficient Synthesis of N,N′‐Disubstituted Ureas/Thioureas Catalyzed by Iodine

References

• Ricci , A. , Carra , A. , Torelli , A. , Maggiali , C. A. , Morini , G. and Branca , C. 2001 . Cytokin in‐like activity of N,N′‐diphenylureas N,N′‐bis‐(2,3‐methylenedioxyphenyl)urea and N,N′‐bis‐(3,4‐methylenedioxyphenyl) urea enhance adventitious root formation in apple rootstock M26 (Malus pumila Mill) . Plant Sci. , 160 : 1055 – 1065 .
   PubMed Web of Science ®Google Scholar
• Boden , P. , Eden , J. M. , Hodgson , J. , Horwell , D. C. , Pritchard , M. C. , Raphy , J. and Suman‐Chauhan , N. 1995 . The development of a novel series of non‐peptide tachykinin NK3 receptor selective antagonists . Bioorg. Med. Chem. Lett. , 5 : 1773 – 1778 . , and references cited therein
   Web of Science ®Google Scholar
• Wieland , H. A. , Engel , W. , Eberlein , W. , Rudolf , K. and Doods , H. N. 1998 . Subtype selectivity of the novel nonpeptide neuropeptide Y Y1 receptor . Br. J. Pharmacol. , 125 : 549 – 555 .
   PubMed Web of Science ®Google Scholar
• Hegarty , A. F. and Drennan , L. J. 1995 . Comprehensive Organic Functional Group Transformations Edited by: Gilchrist , T. L. Vol. 6 , 499 – 510 . Oxford : Pergamon Press .
   Google Scholar
• March , J. 1992 . Advanced Organic Chemistry , IV Ed. 424 New York : John Wiley & sons .
   Google Scholar
• Cavalieri , L. F. , Blair , V. E. and Brown , G. B. 1948 . The synthesis of uric acid containing isotopic nitrogen . J. Am. Chem. Soc. , 70 : 1270 – 1242 .
   Google Scholar
• Sawai , H. and Takizawa , T. 1972 . Oxidative α‐addition of isonitrile by use of mercuric salts synthesis of urea and urethane . Tetrahedron Lett. , 13 : 4263 – 4266 .
   Google Scholar
• Schreiber , J. and Witkop , B. 1964 . The reaction of cyanogen bromide with mono‐ and diamino acids . J. Am. Chem. Soc. , 86 : 2441 – 2445 .
   Web of Science ®Google Scholar
• Katritzky , A. R. , Kirichenko , N. and Rogovoy , B. V. 2003 . Synthesis of mono‐ and N,N‐disubstituted ureas . ARKIVOC , viii : 8 – 14 .
   Web of Science ®Google Scholar
• March , J. 1985 . Advanced Organic Chemistry 370 – 375 . New York : Wiley .
   Google Scholar
• Knolker , H. J. , Braxmeier , T. and Schlechtingen , G. 1995 . A novel method for the synthesis of isocyanates inder mild conditions . Angew. Chem. Int. Ed. Engl. , 34 : 2497 – 2500 .
   Web of Science ®Google Scholar
• Shriener , R. L. , Horne , W. H. and Cox , R. F. 1994 . Organic Synthesis Vol. 2 , 453 New York : Wiley .
   Google Scholar
• Bigi , F. , Maggi , R. and Sartori , G. 2000 . Selected syntheses of ureas through phosgene substitutes . Green Chem. , 2 : 140 – 148 .
   Web of Science ®Google Scholar
• Flyes , T. M. , James , T. D. , Pryhitka , A. and Zojsji , M. 1993 . Assembly of ion channel mimics from a modular construction set . J. Org. Chem. , 58 : 7456 – 7468 .
   Web of Science ®Google Scholar
• Liu , Q. , Leudtke , N. W. and Tor , Y. 2001 . A simple conversion of amines into monosubstituted ureas in organic and aqueous solvents . Tetrahedron Lett. , 40 : 1445 – 1447 .
   Web of Science ®Google Scholar
• Mojtahedi , M. M. , Saidi , M. R. and Bolourtchian , M. 1999 . A novel method for the synthesis of disubstituted urea and thioureas under microwave irradition . J. Chem. Res., Synop. , : 710 – 711 .
   Web of Science ®Google Scholar
• Zheng , L. , Wang , Z. Y. , Zhu , W. , Xing , Y. L. and Zhao , Y. L. 2005 . CeCl3·7H2O‐KI‐catalyzed, environmentally friendly synthesis of N,N‐disubstituted ureas in water under microwave irradiation . Synth.Commun. , 35 : 2325 – 2331 . , and references cited therein
   Web of Science ®Google Scholar
• Ranu , B. C. , Dey , S. S. and Bag , S. 2003 . A simple and green procedure for the synthesis of symmetrical N,N‐disubstituted thioureas on the surface of alumina under microwave irradiation . ARKIVOC , : 14 – 20 .
   Web of Science ®Google Scholar
• Myint , Y. Y. and Pasha , M. A. 2004 . Regioselective synthesis of (α‐iodoacetates from alkenes/ammonium acetate/I2 by Woodward's reaction . Synth. Commun. , 34 : 4477 – 4482 .
   Web of Science ®Google Scholar
• Lancaster 2002–3 . 2003 . Research Chemicals 785 – 798 . Lancashire , , England : Lancaster Synthesis Ltd .
   Google Scholar
• 1986 . Dictionary of Organic Compounds , 5th ed., 4th supplement New York : Chapman and Hall . B‐01660, B‐40114, D‐07817, and D‐08201
   Google Scholar