An effective synthesis of the pentacyclic core of the unusual Kopsia 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.
An effective synthesis of the pentacyclic core of the unusual Kopsia alkaloidn class="Chemical">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) halogenatedindole, and an unprecedented transannular dehydrogenative C-N bond forming reaction.
Authors: Ibraheem A I Mkhalid; Jonathan H Barnard; Todd B Marder; Jaclyn M Murphy; John F Hartwig Journal: Chem Rev Date: 2010-02-10 Impact factor: 60.622
Authors: Tatsuo Ishiyama; Jun Takagi; Kousaku Ishida; Norio Miyaura; Natia R Anastasi; John F Hartwig Journal: J Am Chem Soc Date: 2002-01-23 Impact factor: 15.419