Synthesis of unnatural α-amino acid derivatives via selective o-C-H functionalization

被引：36

作者：

Zeng, Wanting ^{[1
]}

Nukeyeva, Moldir ^{[1
]}

Wang, Qiumei ^{[1
]}

Jiang, Chao ^{[1
]}

机构：

[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 04期

基金：

中国国家自然科学基金;

关键词：

UNACTIVATED C(SP(3))-H; ORTHO-ALKOXYLATION; DIRECTING GROUP; ACTIVATION; BOND; ACETOXYLATION; HALOGENATION; ARYLATION; PICOLINAMIDE; SP(3);

D O I：

10.1039/c7ob02921g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pd-Catalyzed o-C-H functionalization of alpha-phenylglycine, 4-hydroxyphenylglycine and phenylalanine using picolinamide as a directing group is reported. We have developed different protocols for the arylation, alkylation, alkynylation, halogenation, alkoxylation, and acyloxylation of these amino acids. The reactions exhibit high selectivity, broad substrate scope, and compatibility with different functional groups in moderate to high yields. They provide a rapid and efficient access to a variety of phenyl based amino acid derivatives which can be further modified and have broad spectrum of applications in medicinal chemistry.

引用

页码：598 / 608

页数：11

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