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Protocol for producing phosphoramidate using phosphorus fluoride exchange click chemistry

Joshua A. Homer; Shoujun Sun; Rebecca A. Koelln; John E. Moses

DOI:

Abstract

Phosphorus fluoride exchange (PFEx) is a catalytic click reaction that involves exchanging high oxidation state P–F bonds with alcohol and amine nucleophiles, reliably yielding P–O- and P–N-linked compounds. Here, we describe steps for preparing a phosphoramidic difluoride and performing two sequential PFEx reactions to yield a phosphoramidate through careful catalyst selection. We then detail procedures for handling and quenching potentially toxic P–F-containing compounds to ensure user safety when conducting PFEx reactions.

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