Disubstituted Meldrum's acid: Another scaffold with SuFEx-like reactivity

03 June 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Recent discoveries suggest that SuFEx reactivity may not be the exclusive privilege of sulfur and fluorine, but rather represents a more generalizable mode of chemical reactivity. Herein, we disclose that disubstituted Meldrum’s acid serves as a novel carbon-based scaffold with SuFEx-like reactivity. Phenols, alcohols, and amines are viable nucleophilic exchange partners in the presence of Barton’s base or DBU. A catalytic protocol has been developed and successfully applied to the gram-scale synthesis of isobu-tyrylated acetaminophen.

Keywords

SuFEX chemistry
esterification
amidation
Meldrum's acid

Supplementary materials

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