Ruthenium-Catalyzed C(sp²)–H Bond Bisallylation with Imidazopyridines as Directing Groups

Abstract

A Ru(II)-catalyzed bisallylation of imidazopyridines with vinylcyclopropanes or vinyl cyclic carbonate has been successfully realized. Notably, pharmacophore imidazopyridine was utilized as an intrinsic directing group, which gave access to value-added bisallylated products in high yields via double tandem

Iron-Mediated Selective Sulfonylmethylation of Aniline Derivatives with p-Toluenesulfonylmethyl Isocyanide (TosMIC)

“…Recently, we have also realized C–H sulfonylmethylation of imidazopyridines and indoles using TosMIC as the sulfonylmethylating reagent . In continuation of our previous work, − we herein report iron-induced para -selective sulfonylmethylation of aniline derivatives with TosMIC in a solvent mixture of H 2 O and PEG 400 (Scheme d). In this protocol, TosMIC serves as a source of the sulfonylmethyl group instead of a typical 1,3 dipole.…”

Recent advances in the rhodium‐catalyzed cyanation reactions

“…Initially, palladium was used as an effective catalyst in most of the organic reactions, [ 8,9 ] and then it was replaced by metals such as Ag, [ 10 ] Zn, [ 11–13 ] Cu, [ 14 ] Co, [ 15 ] Ni, [ 16 ] Rh, [ 17,18 ] and Ru. [ 19,20 ] Among them, rhodium found worldwide acceptance because it has a greater capacity to encourage C─H bond activation and other bond transformations (C─X; X = C, N, or O) with the help of these C─H bonds. [ 21 ] Apart from C─H bond activation, it also catalyzes numerous hydrogenation reactions, allylic substitution reactions, C─C and C─N bond construction, and so forth.…”

Regioselective N–F and α C(sp3)–H Arylation of Aliphatic N-Fluorosulfonamides with Imidazopyridines

“…However, regioselective formation C–C and C–N bonds using the same coupling partners has not been reported. As a continuation of our previous work, we herein develop α C­(sp 3 )–H and N–F arylation of aliphatic N -fluorosulfonamides with imidazopyridines (Scheme c). Notably, the regioselectivity was successfully achieved according to tunable reaction conditions.…”