Ferrocenylalkynes for Ruthenium‐Catalyzed Isohypsic CH/NO Bond Functionalizations

Abstract

Ruthenium(II) catalysis allowed for regioselective annulations of challenging ferrocenyl-A C H T U N G T R E N N U N G alkynes by oximes or N-methoxybenzamides through isohypsic C À H/N À O bond functionalization to furnish substituted isoquinolines and NH-free isoquinolones with ample scope.

Carbonyl-assisted reverse regioselective cascade annulation of 2-acetylenic ketones triggered by Ru-catalyzed C–H activation

“…3a , 16 The following intramolecular oxidative C–N bond formation provides intermediate D , which is readily protonated by acetic acid to furnish isoquinolone intermediate E and regenerates the active [Rucy(OAc) 2 ] catalyst. 4 Finally, the intramolecular cyclization of E under basic conditions allows the formation of tandem product 3a .…”

Reaching Green: Heterocycle Synthesis by Transition Metal‐Catalyzed C−H Functionalization in Sustainable Medium

“…Similarly,r uthenium catalyst efficiently participated in the annulation reaction of oximes 38 with alkynes to afford isoquinolinesi nm ethanol medium (Scheme16). [45] These reactions proceedt hrough the intermediates of CÀHa ctivation E1, alkyne insertion E2,a nd reductivee limination to give Ru 0 and E3.T hen oxidative addition of NÀOb ond to Ru 0 leads to the regeneration of catalystand isoquinolines 42 a.…”

Recent Advances in Ruthenium(II)‐Catalyzed C−H Bond Activation and Alkyne Annulation Reactions

“…Ferrocene‐substituted compounds are very important compounds in asymmetric catalysis and they are utilized to alter the bioactivity of steroids, peptides and oncological drugs. Ackermann and co‐workers developed a Ru(II)‐catalyzed annulation reaction of oximes and ferrocenylalkynes which proceeds via C−H/N−O bond functionalization to afford ferrocene‐containing isoquinolines (Scheme ) …”