Quinoxaline as an integrated directing group in palladium-catalyzed ortho-C-H bond arylation of the aryl unit of 2-arylquinoxalines

被引：11

作者：

Idris, Imane ^{[1
,2
]}

Derridj, Fazia ^{[2
]}

Roisnel, Thierry ^{[1
]}

Doucet, Henri ^{[1
]}

Soule, Jean-Francois ^{[1
]}

机构：

[1] Univ Rennes, CNRS, UMR6226, F-3500 Rennes, France

[2] UMMTO Univ, LPCM, BP 17 RP, Tizi Ouzou 15000, Algeria

来源：

NEW JOURNAL OF CHEMISTRY | 2018年 / 42卷 / 19期

关键词：

BENZIMIDAZOLE-FUSED PHENANTHRIDINES; REGIOSELECTIVE SYNTHESIS; FUNCTIONALIZATION; ACTIVATION; ARENES; FLUOROBENZENES; DERIVATIVES; CHLORIDES; POSITION; 2-ARYLBENZIMIDAZOLES;

D O I：

10.1039/c8nj02713g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the Pd-catalyzed C-H bond arylation at the ortho-position of the aryl unit of 2-arylquinoxalines. The reaction proceeds with complete regioselectivity using phosphine-free Pd(OAc)(2) as the catalyst and potassium acetate as inexpensive base. In contrast to previously employed directing groups, quinoxaline is an integrated directing group in the final product that only promotes ortho-mono-arylation without the formation of bis-arylated products. A wide variety of (hetero)aryl bromides, including bromopyridine derivatives, has been successfully employed.

引用

页码：16036 / 16039

页数：4

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