Iron-Catalyzed C-H Alkynylation through Triazole Assistance: Expedient Access to Bioactive Heterocycles.
Triazole assistance enabled the first iron-catalyzed C-H alkynylation of arenes, heteroarenes, and alkenes. The modular TAM directing group set the stage for a sequential C-H alkynylation/annulation strategy with ample scope, enabling the iron-catalyzed assembly of isoquinolones, pyridones, pyrrolones, and isoindolinones with high levels of chemo-, site-, and regioselectivity.
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstraße 2, 37077, Göttingen, Germany.
Gianpiero
G
Cera
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstraße 2, 37077, Göttingen, Germany.
Tobias
T
Haven
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstraße 2, 37077, Göttingen, Germany.
Lutz
http://orcid.org/0000-0001-7034-8772
L
Ackermann
D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D007501:Iron / Q000737:chemistry*; D010797:Phthalimides / Q000138:chemical synthesis* / Q000737:chemistry; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry*
D000480:Alkynes; D010797:Phthalimides; D011728:Pyridones; D011758:Pyrroles; D015363:Quinolones; D014230:Triazoles; C037432:phthalimidine; D007501:Iron
C−H activation; alkynes; heterocycles; iron; mechanism