N-Arylation of Sterically Hindered NH-Nucleophiles: Copper-Mediated Syntheses of Diverse N-Arylindole-2-carboxylates

Citations

WEB OF SCIENCE

5

초록

Indole-carboxylates are N-arylated with 2-bromopyridines using stoichiometric copper(II) oxide/potassium carbonate to give various N-(2-pyridyl)-substituted indole-2-carboxylates and with bromobenzenes using stoichiometric copper(I) iodide/N,N'-dimethylethylenediamine to give various N-(substituted phenyl)-substituted indole-2-carboxylates. These results expand the scope of metal-catalyzed N-arylation using heterocyclic amines with steric bulk and weak nucleophilicity.

키워드

copper; N-arylation; indoles; copper-mediated synthesis; heterocyclic amines; metal-catalyzed; CROSS-COUPLING REACTIONS; NITROGEN-CONTAINING HETEROCYCLES; C-N; FISCHER INDOLIZATION; ARYL HALIDES; INDOLES; PALLADIUM; EFFICIENT; ULLMANN; DERIVATIVES
제목
N-Arylation of Sterically Hindered NH-Nucleophiles: Copper-Mediated Syntheses of Diverse N-Arylindole-2-carboxylates
저자
Lee, Jinyong; Choi, Ji Hye; Shin, Seunghoon; Heo, Jung-Nyoung; Lim, Hwan Jung
DOI
10.1055/s-0035-1560065
발행일
2015-11
유형
Article
저널명
Synthesis
권
47
호
21
페이지
3301 ~ 3308