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Improved Catalyst System for Ag-mediated Liebeskind-Srogl Coupling of Tetrazine Thioethers with Arylboronic Acids

19 May 2025, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An improved catalyst system, PdI₂/DiPPF, is described for the silver-mediated Liebeskind-Srogl coupling of thioalkyltetrazines with arylboronic and heteroarylboronic acids. The methodology advances the synthesis of functionalized tetrazines, offering greater efficiency, broader compatibility, and practical utility for accessing tool molecules for bioorthogonal chemistry applications.

Keywords

tetrazine
cross-coupling
boronic acid

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Version History

May 19, 2025 Version 1

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License

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2025-nbrrh
D O I: 10.26434/chemrxiv-2025-nbrrh [opens in a new tab]

Funding

National Institutes of Health
R01GM132460, R01CA287184, P20GM104316, P20GM103446, S10OD025185, S10OD016267, and S10OD025185A
NSF
DMR-201182
Pfizer
UniDel Foundation

Author’s competing interest statement

C. a. E. is an employee of Pfizer.

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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