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A set of conditions for the Strecker reaction of formaldehyde, amines, and TMSCN that affords three‐component coupling adducts as the major products is reported. HCOOH and TBAF are used as cocatalysts and the TMSCN functions as both cyanide source and protecting reagent for amines. As a result, the side reactions were suppressed efficiently and a broad range of aromatic and aliphatic amines were mono‐cyanomethylated in 52–99% yield. Furthermore, this protocol was successfully applied toward the synthesis of meta‐diamide insecticides. [ABSTRACT FROM AUTHOR]

Front Cover Picture: Strecker Reactions of Formaldehyde with TMSCN, Catalyzed by TBAF and Formic Acid: N-Monocyanomethylation of Primary Amines (Adv. Strecker reaction, formaldehyde, TMSCN, N-monocyanomethylation, meta-diamide insecticides Keywords: Strecker reaction; formaldehyde; TMSCN; N-monocyanomethylation; meta-diamide insecticides EN Strecker reaction formaldehyde TMSCN N-monocyanomethylation meta-diamide insecticides 1 1 1 01/20/23 20230110 NES 230110 The front cover picture illustrates the Strecker reaction of formaldehyde, primary amines and TMSCN. [Extracted from the article]