Synthesis of isochromanones via laccase-mediated oxidative [4+2] cyclization of pyrocatechuic acid with styrenes

被引：5

作者：

Guo, Huan ^{[1
]}

Liu, Jin ^{[1
]}

Wu, Guojiao ^{[1
]}

Yao, Weijun ^{[2
]}

Zhong, Fangrui ^{[1
]}

机构：

[1] Huazhong Univ Sci & Technol HUST, Sch Chem & Chem Engn,Hubei Key Lab Bioinorganic C, Hubei Engn Res Ctr Biomaterials & Med Protect Mat, Key Lab Mat Chem Energy Convers & Storage,Minist, Wuhan 430074, Peoples R China

[2] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China

来源：

GREEN CHEMISTRY | 2022年 / 24卷 / 14期

基金：

国家重点研发计划;

关键词：

N-ACETYL INDOLES; DIHYDROXYBENZENE DERIVATIVES; BENZOFUROINDOLINES; BIPLEIOPHYLLINE; PROTEINS; PHENOLS; ALKYNES; ACCESS; GREEN; MNX;

D O I：

10.1039/d2gc01706g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Isochromanone is the core structure of many active natural products. The synthesis of this scaffold is generally achieved by metal catalysis that needs specifically functionalized substrates or harsh conditions. Herein, we disclose the first oxidative [4 + 2] cyclization of pyrocatechuic acid with various substituted styrenes by using the cell lysate of multicopper oxidase (MCO) Mnx, previously known for manganese biomineralization in nature. Mnx exhibited a much superior catalytic activity to other commonly used MCOs, affording diversely functionalized isochromanones with a TON of more than 7700.

引用

页码：5598 / 5603

页数：6

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