Visible Light-Mediated Construction of Sulfonated Dibenzazepines

Main observation and conclusion A new method to access sulfonated dibenz[b,e]azepines via visible-light photoredox catalysis is described. Employing inexpensive and commercially available sulfonyl chlorides to form the sulfonyl radicals enables the alkyne addition reaction followed by a 7-membered radical cyclization step to furnish sulfonated dibenzazepines. In addition, an Ugi-type multicomponent reaction (MCR) for the synthesis of o-aminophenylacetylene derivatives can also be used as a rapid substrate synthesis method for the cascade radical cyclization protocol to obtain a series of highly functionalized sulfonylated dibenzazepines, which undoubtedly greatly simplifies the synthetic steps of the dibenzazepine compounds that are important core structures in pharmaceuticals.

Automated summary

A new method for accessing sulfonated dibenzazepines via visible-light photoredox catalysis is described, utilizing sulfonyl chlorides to form sulfonyl radicals for alkyne addition and radical cyclization reactions. Additionally, an Ugi-type multicomponent reaction can be used for rapid substrate synthesis, simplifying the synthetic steps of highly functionalized sulfonylated dibenzazepines.