摘要
An electrochemical synthesis of functionalized （aza）indolines through dehydrogenative [3＋2] annulation of arylamines with tethered alkenes has been developed. Previous reported syntheses through similar inter- and intramolecular annulation reactions required noble-metal catalysts and are mostly limited to terminal alkenes or 1,3-dienes. The electrosynthesis employs the easily available and inexpensive ferrocene as the molecular catalyst and is compatible with di-, tri- and even tetrasubstituted alkenes to construct indolines as well as the more challenging azaindolines. Employing the newly developed electrosynthesis as a key step, the total synthesis of marine alkaloid （＋）-hinckdentine A has been achieved in 12 steps （longest linear sequence） from commercially available materials.
An electrochemical synthesis of functionalized （aza）indolines through dehydrogenative [3＋2] annulation of arylamines with tethered alkenes has been developed. Previous reported syntheses through similar inter- and intramolecular annulation reactions required noble-metal catalysts and are mostly limited to terminal alkenes or 1,3-dienes. The electrosynthesis employs the easily available and inexpensive ferrocene as the molecular catalyst and is compatible with di-, tri- and even tetrasubstituted alkenes to construct indolines as well as the more challenging azaindolines. Employing the newly developed electrosynthesis as a key step, the total synthesis of marine alkaloid （＋）-hinckdentine A has been achieved in 12 steps （longest linear sequence） from commercially available materials.
