Amino acid-promoted Ullmann-type coupling reactions and their applications in organic synthesis

被引：26

作者：

Cai, Qian ^{[1
]}

Zhang, Hui ^{[2
]}

Zou, Benli ^{[2
]}

Xie, Xiaoan ^{[2
]}

Zhu, Wei ^{[2
]}

He, Gang ^{[1
]}

Wang, Jing ^{[1
]}

Pan, Xianhua ^{[2
]}

Chen, Yu ^{[2
]}

Yuan, Qiliang ^{[2
]}

Liu, Feng ^{[1
]}

Lu, Biao ^{[1
]}

Ma, Dawei ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

PURE AND APPLIED CHEMISTRY | 2009年 / 81卷 / 02期

关键词：

amino acids; catalysis; copper; coupling; synthesis; ARYL HALIDES; CYCLOPEPTIDE ALKALOIDS; ETHER FORMATION; BOND FORMATION; COPPER; IODIDES; MILD; ARYLATION; HETEROCYCLES; CHEMISTRY;

D O I：

10.1351/PAC-CON-08-08-19

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ullmann-type coupling reactions between aryl halides and N-containing reagents, phenols, and other related nucleophilic agents are very valuable transformations for organic synthesis. Their conventional reaction conditions require high reaction temperatures. We describe here that some amino acids, either as substrates or ligands, can lead Cu-catalyzed C-N, C-O, C-S, and C-C bond formations work at relatively low temperatures. An ortho-substitution effect caused by NHCOR groups is discussed. Applications of these newly developed reactions to heterocycle preparation and asymmetric synthesis are also presented.

引用

页码：227 / 234

页数：8

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