Palladium-Catalyzed Hydroarylation of N-Propargyl Benzamides: A Direct Route to N-Allylbenzamides and Acid-Induced Cyclization to Oxazolines
Gunniga TanomsiriProgram on Chemical Sciences, Chulabhorn Graduate Institute, 54 Kamphaeng Phet 6, Laksi, Bangkok 10210, ThailandJumreang TummatornCenter of Excellence on Environmental Health and Toxicology (EHT)Charnsak ThongsornkleebOPS, MHESISomsak RuchirawatCenter of Excellence on Environmental Health and Toxicology (EHT)
2025en
ABI
Abstract
High Resolution Image Download MS PowerPoint Slide We have developed a palladium-catalyzed hydroarylation reaction as a highly efficient approach for accessing N -allylbenzamide derivatives in a more straightforward manner than conventional methods. Utilizing N -propargyl benzamides and boronic acids as key coupling partners, this strategy provides a diverse range of products in moderate to high yields, with electronic effect of boronic acids playing a crucial role in the reaction outcome. Notably, this method features a shorter and more practical synthetic sequence. Furthermore, we demonstrate its applicability in the synthesis of oxazoline derivatives through a convenient two-step process via acid-induced cyclization reaction.
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