A Progressive C-H Functionalization Technique Was Used to Complete the Whole Synthesis of K-252cAuthor(s): Darrin Jones
A progressive C-H functionalisation approach was used to synthesise the bioactive indolocarbazole alkaloid K-252c (staurosporinone). The route uses direct functionalisation reactions around a simple arene core and includes two highly selective copper-catalyzed C-H arylations, a copper-catalyzed C-H amination, and a palladium-catalyzed C-H carbonylation, all of which contribute to the natural product framework's structural complexity. The indolocarbazole alkaloids have piqued the synthetic community's interest due to their fascinating biological features and potential as medicinal agents. K-252c, has garnered a number of elegant syntheses as a putative biosynthetic precursor and aglycone of staurosporine. The distinctive functional structure of the hexasubstituted arene framework drew us to these natural compounds because of their intriguing biological activity.