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
24 was reported by Cong et al. [45] as a method for the synthesis of substituted dibenzo[b,f]oxepines 25 (Scheme 6). Treatment of the malonate derivative 24 with Mn(OAc)3 in 90% acetic acid gave C-10 carboxylate derivatives of dibenzo[b,f]oxepine 25. The authors proposed a one-electron oxidation of
the enol carboxylate and subsequent 1,2 radical rearrangement and decarboxylation. Moderate to good yields of dibenzo[b,f]oxepine carboxylates 25 were achieved (63–85%).
Stopka et al. [46] reported on tandem C–H functionalisation and ring expansion as an alternative to the Wagner–Meerwin rearrangement
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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...