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

被引：4

作者：

Lee, Jinyong ^{[1
,3
]}

Choi, Ji Hye ^{[1
,2
]}

Shin, Seunghoon ^{[2
]}

Heo, Jung-Nyoung ^{[1
,3
]}

Lim, Hwan Jung ^{[1
,4
]}

机构：

[1] Korea Res Inst Chem Technol, Med Chem Res Ctr, Taejon 305345, South Korea

[2] Hanyang Univ, Dept Chem, Seoul 133791, South Korea

[3] Chungnam Natl Univ, Grad Sch New Drug Discovery & Dev, Taejon 305764, South Korea

[4] Univ Sci & Technol, Dept Med & Pharmaceut Chem, Taejon 305350, South Korea

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 21期

关键词：

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;

D O I：

10.1055/s-0035-1560065

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：3301 / 3308

页数：8

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