Carbonylation at sp³ C−H Bonds Adjacent to a Nitrogen Atom in Alkylamines Catalyzed by Rhodium Complexes

Cu-catalyzed cross-dehydrogenative coupling: A versatile strategy for C–C bond formations via the oxidative activation of sp 3 C–H bonds

“…The syntheses of these compounds have attracted much attention in industrial and academic research because of their biological and pharmaceutical properties. Recently, some excellent examples based on the direct sp 3 C-H bond activation adjacent to a nitrogen atom for C-C bond formations were reported by Murahashi et al (7), Murai and coworkers (8)(9)(10)(11), Ishii and coworkers (12), Sames and coworkers (13)(14)(15), Davies et al (16,17), Yoshimitsu et al (18), Yoshida and coworkers (19)(20)(21)(22), and Yi and coworkers (23). Although these are elegant methodologies, most of them required another functionalized substrate.…”

Palladium(0)-Catalyzed Benzylic C(<i>sp</i>³)–H Functionalization for the Concise Synthesis of Heterocycles and Its Applications

“…These results indicate that the presence of CO was important to the success of this reaction, and that its inclusion was compatible with the addition of PivOH. Based on these results, we screened a variety of different reaction temperatures, ligands, and additives against this reaction (Table 1, entries [5][6][7][8][9][10][11][12][13][14]. The optimum temperature for this reaction was determined 120°C, although the reaction also proceeded at 100°C, albeit in a lower yield (Table 1, entries 5 and 6).…”

“…7) In the same year, Chatani et al reported an acylation reaction involving C(sp 3 )-H functionalization. 8) Based on these reports, C(sp 3 )-H functionalization attracted considerable attention from many synthetic chemists.…”

Catalytic Methods for CH Bond Functionalization: Application in Organic Synthesis

“…(46). [93] The [RhCl(cod)] 2 complex is superior as a catalyst and 2-propanol is the solvent of the choice. While cyclic amines exhibit a high reactivity (up to 84%), acyclic amines show relatively low reactivity (18%).…”