DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-a]IMIDAZOLE-3-CARBOXYLIC ACID AMIDES
申请人:Lemieux Rene Marc
公开号:US20120252817A1
公开(公告)日:2012-10-04
Derivatives of 6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid amide exhibit good inhibitory effect upon the interaction of CAMs and Leukointegrins and are thus useful in the treatment of inflammatory disease.
An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five-and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (S(H)2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.
Azocyclopropane
作者:Paul S. Engel、Dale B. Gerth
DOI:10.1021/ja00415a066
日期:1981.12
ENGEL, PAUL S.;BODAGER, GREGORY A., J. ORG. CHEM., 53,(1988) N 20, C. 4748-4758