Photoredox-catalysed formal [3+2] cycloaddition of N-aryl α-amino acids with isoquinoline N-oxides

被引：50

作者：

Liu, Xiangyuan ^{[1
,2
]}

Yin, Yanli ^{[1
]}

Jiang, Zhiyong ^{[2
,3
]}

机构：

[1] Henan Univ Technol, Coll Bioengn, Zhengzhou 450001, Henan, Peoples R China

[2] Henan Univ, Kaifeng 475004, Henan, Peoples R China

[3] Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Henan, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 77期

关键词：

CARBOXYLIC-ACIDS; ALKYLATION; CHEMISTRY;

D O I：

10.1039/c9cc06249a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A formal [3+2] cycloaddition of N-aryl alpha-amino acids with isoquinoline N-oxides via visible light-driven photoredox catalysis is reported. Under transition metal-free conditions using a dicyanopyrazine-derived chromophore (DPZ) as the photoredox catalyst, the transformation was efficient and led to a series of important diazabicyclo[3.2.1]octane-based N-heterocyclic compounds. This work demonstrates the synthetic utility of N-aryl alpha-amino acids as 1,2-synthons and provides a new strategy for the dearomatization of isoquinolines.

引用

页码：11527 / 11530

页数：4

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