Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups
Karthick Govindan, Nian‐Qi Chen, Yu‐Wei Chuang, Wei‐Yu Lin
Abstract
We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.
Topics & Concepts
ChemistrySulfonylBromideAllyl bromideFunctional groupPrimary (astronomy)Combinatorial chemistryNitrogenOrganic chemistryVinyl bromidePhysicsPolymerAlkylAstronomyChemical Synthesis and AnalysisSulfur-Based Synthesis TechniquesInnovative Microfluidic and Catalytic Techniques Innovation