N-Arylation of Protected Azamacrocycles

被引：5
|
作者：
Veiga, Alberte X. [1 ]
Arenz, Sven [1 ]
Erdelyi, Mate [1 ]
机构：
[1] Univ Gothenburg, Dept Chem & Mol Biol, S-41296 Gothenburg, Sweden
来源：
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 06期
基金：
瑞典研究理事会;
关键词：
azamacrocycles; N-arylation; C-N coupling; heterocycles; homogeneous catalysis; PALLADIUM-CATALYZED AMINATION; FORMING REDUCTIVE ELIMINATION; CONTRAST AGENTS; ARYL; CYCLEN; SEPARATION; MECHANISM;
D O I：
10.1055/s-0032-1318307
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A rapid method for efficient palladium-catalyzed N-arylation of polynitrogenated macrocycles is presented. Its applicability for functionalization of protected azamacrocycles of various sizes with substituted aryl bromides of optional electronic properties is demonstrated. The compatibility of the protocol with common N-protecting schemes as well as the impact of electronic versus steric factors is discussed. Using a commercially available catalytic system and easily available alkoxide or phenoxide base, the method provides moderate to excellent yields of N-arylated azamacrocycles (45-96%).
引用
收藏
页码：777 / 784
页数：8
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