Issue 8, 2019

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

Abstract

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 ∼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.

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

Supplementary files

Article information

Article type
Paper
Submitted
15 Jun 2019
Accepted
24 Jun 2019
First published
24 Jun 2019

React. Chem. Eng., 2019,4, 1466-1471

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

S. Jang, S. Vidyacharan, B. T. Ramanjaneyulu, K. Gyak and D. Kim, React. Chem. Eng., 2019, 4, 1466 DOI: 10.1039/C9RE00239A

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