Beilstein J. Org. Chem.2023,19, 700–718, doi:10.3762/bjoc.19.51
frameworks with dibenzo[b,f]azepine derived ligands have also been reported. This review provides a brief overview of the different synthetic strategies to dibenzo[b,f]azepines and other dibenzo[b,f]heteropines.
Keywords: dibenzo[b,f]azepine; dibenzo[b,f]heteropine; dibenzo[b,f]oxepine; iminostilbene
, several methods of carboxamidation were tested, thus allowing the authors to synthesize carbamazepine (CBZ) derivatives of 43.
3 Metal-catalysed cyclisation
Diverse metal-catalysed coupling methods exist for the preparation of the dibenzo[b,f]heteropine ring system. The following approaches are broadly
–Heck coupling
Whereas Arnold et al. [30] reported the preparation of dibenzo[b,f]heteropines via consecutive Heck and Buchwald–Hartwig reactions (Scheme 11), amination may also precede the introduction of the double bond (Scheme 17). The formation of the dibenzo[b,f]heteropine skeleton by means of a
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Graphical Abstract
Figure 1:
Dibenzo[b,f]azepine (1a), -oxepine (1b) and -thiepine (1c) as examples of dibenzo[b,f]heteropines (1...