Issue 45, 2020

Synthesis of 5-substituted tetrazoles via DNA-conjugated nitrile

Abstract

A zinc bromide-catalyzed synthesis of 5-substituted tetrazoles via DNA-conjugated nitriles using sodium azide has been developed. The protocol offered moderate to excellent yields of tetrazoles with a broad range of substrates, including a variety of functionalized aromatic, heterocyclic, and aliphatic nitriles. In addition, the electronic effect within the substrate scope was evaluated. DNA fidelity was assessed by ligation efficiency and amplifiability analysis. The ability to generate tetrazoles expands the diversity of heterocycles in the preparation of DNA-encoded chemical libraries.

Graphical abstract: Synthesis of 5-substituted tetrazoles via DNA-conjugated nitrile

Supplementary files

Article information

Article type
Communication
Submitted
02 Oct 2020
Accepted
06 Nov 2020
First published
09 Nov 2020

Org. Biomol. Chem., 2020,18, 9221-9226

Synthesis of 5-substituted tetrazoles via DNA-conjugated nitrile

H. Du, M. M. Matzuk and Y. Chen, Org. Biomol. Chem., 2020, 18, 9221 DOI: 10.1039/D0OB02021D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements