TY - JOUR T1 - Manganese-catalyzed C(sp(2))-H alkylation of indolines and arenes with unactivated alkyl bromides JF - Chemistry-an Asian Journal Y1 - 2022 A1 - Verma, Suryadev K. A1 - Punji, Benudhar KW - Alkylation KW - C-H activation KW - indoline KW - ligand-free KW - manganese AB -

Selective C(sp(2))-H bond alkylation of indoline, carbazole and (2-pyridinyl)arenes with unactivated alkyl bromides is achieved using MnBr2 catalyst in the absence of an external ligand. The alkylation uses a simple LiHMDS base and avoids the necessity of Grignard reagent, unlike other Mn-catalyzed C-H functionalization. This reaction proceeded either through a five- or a less-favored six-membered metallacycle, and tolerated diverse functionalities, including alkenyl, alkynyl, silyl, aryl ether, pyrrolyl, indolyl, carbazolyl and alkyl bearing fatty alcohol and polycyclic-steroid moieties. Alkylation follows a single electron transfer (SET) pathway involving 1e oxidative addition of alkyl bromide and a rate-limiting C-H metalation.

VL - 17 IS - 9 U3 -

Foreign

U4 -

4.839

ER -