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Catalytic Concerted S<sub>N</sub>Ar Reactions of Fluoroarenes by an Organic Superbase.


ABSTRACT: We herein propose that the catalytic concerted SNAr reaction is a powerful method to prepare functionalized aromatic scaffolds. Classic stepwise SNAr reactions involving addition/elimination processes require the use of electron-deficient aromatic halides to stabilize Meisenheimer intermediates, despite their widespread use in medicinal chemistry research. Recent efforts have been made to develop concerted SNAr reactions involving a single transition state, allowing the use of electron-rich substrates based on the use of stoichiometric amounts of strong bases or reactive nucleophiles. This study demonstrates that, without the use of such reagents, the organic superbase t-Bu-P4 efficiently catalyzes the concerted SNAr reactions of aryl fluo

SUBMITTER: Shigeno M 

PROVIDER: S-EPMC11613311 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature