Fe(acac)/TBHP-promoted synthesis of 11-functionalized dibenzodiazepines alkoxycarbonylation and carboxamidation of -isocyanodiaryl amines

A radical addition/cyclization reaction of o -isocyanodiaryl amines has been developed for the efficient synthesis of potentially bioactive dibenzo[ b , e ][1,4]diazepine-11-carboxylates and dibenzo[ b , e ][1,4]diazepine-11-carboxamides. This Fe(acac) 2 /TBHP-promoted radical cascade process involves an unexplored isocyanide addition and the following cyclization to form 11-functionalized dibenzodiazepines. Moreover, the alkoxycarbonylation and carboxamidation of o -isocyanodiaryl amines show broad substrate scope and good functional group compatibility under mild conditions. A radical addition/cyclization reaction of o -isocyanodiaryl amines has been developed for the efficient synthesis of potentially bioactive dibenzo[ b , e ][1,4]diazepine-11-carboxylates and dibenzo[ b , e ][1,4]diazepine-11-carboxamides.