Cp*Co^III‐Catalyzed C(sp³)−H Bond Amidation of 8‐Methylquinoline

Abstract

An efficient and external oxidant-free, Cp*Co(III) -catalyzed C(sp(3) )-H bond amidation of 8-methylquinoline, using oxazolone as an efficient amidating agent, is reported for the first time under mild conditions. The reaction is selective and tolerates a variety of functional groups. Based on previous reports and experimental results, the deprotonation pathway proceeds through an external base-assisted concerted metalation and deprotonation process.

Cp*Co(III)‐Catalyzed o‐Amidation of Benzaldehydes with Dioxazolones Using Transient Directing Group Strategy

“…Based on literature reports– and our preliminary control experiments, we proposed a plausible reaction mechanism (Scheme ). Initially, the cationic Co III complex A can undergo initial ligand exchange with in situ generated aldimines from benzaldehyde 1 a and aniline to give complex B .…”

Nickel, Cobalt and Palladium Catalysed C−H Functionalization of Un‐Activated C(sp3)−H Bond

“…Reaction is highly selective and have capability to show reaction at wider functional group. This group studied 8‐methylquinoline as model substrate and phenyl oxazolone as coupling partner with 10 mol % of Cp*Co(CO) 2 as catalyst along with it catalytic amount of AgSbF 6 and NaOPiv as additives is taken in 1,2‐dichloroethane (DCE) at 100 °C for 24 h. DCE proved to be the suitable solvent for the reaction after its screening similarly NaOPiv appears to be suitable candidate as additive for the reaction . (Scheme ) Reaction shows frequently to both electron donating as well as electron withdrawing group.…”

Katalytische Umwandlung von funktionalisierten cyclischen organischen Carbonaten

“…Als besonders geeignet zeigten sich diese Substrate bei Reaktionen, die die C-H-Amidierung von (Hetero)Arenen beinhalten (Schema 19). [66] In der Gegenwart eines Ru(TPP)CO-Katalysators (TPP = Te traphenylporphyrin) erwiesen sich Dioxalane als geeignete Substrate fürN itrentransferreaktionen (Schema 21). Beispielweise ermçglichen starke s-Donorliganden wie Pentamethylcyclopentadienyl (Cp*) oder p-Cymol (p-Cym) die effektive Funktionalisierung der ortho-C-H-Bindungen der Ausgangsarene.F ürd iesen Prozess der Amidierung wurde vorgeschlagen, dass dieser eine hochreaktive M V -Imido-Spezies durchläuft, auf die eine reduktiven Eliminierung folgt (Schema 19).…”