Photocatalysis in a multi-capillary assembly microreactor: toward up-scaling the synthesis of 2H-indazoles as drug scaffolds

被引：19

作者：

Jang, Seungwook ^{[1
]}

Vidyacharan, Shinde ^{[1
]}

Ramanjaneyulu, Bandaru T. ^{[1
]}

Gyak, Ki-Won ^{[1
]}

Kim, Dong-Pyo ^{[1
]}

机构：

[1] Pohang Univ Sci & Technol POSTECH, Dept Chem Engn, Ctr Intelligent Microproc Pharmaceut Synth, Pohang 37673, South Korea

来源：

REACTION CHEMISTRY & ENGINEERING | 2019年 / 4卷 / 08期

基金：

新加坡国家研究基金会;

关键词：

C-H ARYLATION; FLOW; INDAZOLES; DERIVATIVES; CONVERSION; CHEMISTRY; DESIGN; ARYL;

D O I：

10.1039/c9re00239a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Visible-light-promoted direct arylation of 2H-indazoles using phenyldiazonium salt enabled a single-step and fast synthesis (<1 min) of C3 arylated products in high yields (>65%) in a capillary microreactor, compared to the slow synthesis (18 h) in a flask. Moreover, scalable photocatalysis of a 2H-indazole based liver X-receptor modulator was performed by devising a compact multi-capillary assembly microreactor composed of vertically aligned 10 capillary tubes connected to 3D printed fluidic fixtures. Eventually, the assembly produced the drug on an similar to 4 gram scale per hour by a one-flow automated process taken for 2.2 min from synthesis to product separation, which would be a breakthrough approach for pharmaceutical production.

引用

页码：1466 / 1471

页数：6

共 34 条

[1] Controlled photo-flow oxidative reaction (UV-FOR) platform for ultra-fast phthalide and API synthesis [J].