Issue 78, 2022

Fe(acac)2/TBHP-promoted synthesis of 11-functionalized dibenzodiazepines via alkoxycarbonylation and carboxamidation of o-isocyanodiaryl amines

Abstract

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.

Graphical abstract: Fe(acac)2/TBHP-promoted synthesis of 11-functionalized dibenzodiazepines via alkoxycarbonylation and carboxamidation of o-isocyanodiaryl amines

Supplementary files

Article information

Article type
Communication
Submitted
03 Aug 2022
Accepted
02 Sep 2022
First published
05 Sep 2022

Chem. Commun., 2022,58, 10985-10988

Fe(acac)2/TBHP-promoted synthesis of 11-functionalized dibenzodiazepines via alkoxycarbonylation and carboxamidation of o-isocyanodiaryl amines

S. Yuan, Y. Liu, M. Ni, T. Hao, Y. Peng and Q. Ding, Chem. Commun., 2022, 58, 10985 DOI: 10.1039/D2CC04348C

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