10.1021/ol302535r.s001 Raul A. Leal Raul A. Leal Danial R. Beaudry Danial R. Beaudry Saeed K. Alzghari Saeed K. Alzghari Richmond Sarpong Richmond Sarpong Synthesis of the Pentacyclic Skeleton of the Indole Alkaloid Arboflorine American Chemical Society 2012 dehydrogenative convergent Indole Alkaloid ArboflorineAn Suzuki Pentacyclic Skeleton indole functionalization pentacyclic core synthesis transannular borylative Kopsia alkaloid arboflorine Synthesi bond 2012-10-19 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Synthesis_of_the_Pentacyclic_Skeleton_of_the_Indole_Alkaloid_Arboflorine/2476852 An effective synthesis of the pentacyclic core of the unusual <i>Kopsia</i> alkaloid arboflorine is reported. The success of the synthetic route rested on the use of a borylative C–H functionalization reaction, a convergent Suzuki cross-coupling to a C(2) halogenated indole, and an unprecedented transannular dehydrogenative C–N bond forming reaction.