Copper-catalyzed tandem A3-coupling–isomerization–hydrolysis reactions of aldehydes and terminal alkynes leading to chalcones. Issue 3 (8th January 2016)

• Record Type: Journal Article
• Authors: Zhao, Yingwei; Song, Qiuling
• Is Part Of: Organic chemistry frontiers. Volume 3:Issue 3(2016:Mar)
• Page Start: 294
• Page End: 297
• Publication Date: 2016-01-08
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c5qo00282f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A 3 coupling is not the end: catalyzed by a simple copper salt, the reaction of aldehyde, alkyne, and amine can afford chalcone. Abstract : Catalyzed by a simple copper salt, the reaction of an aryl aldehyde and a terminal alkyne in the presence of piperidine delivers the valuable chalcone products, which were rarely found in previous A 3 coupling reactions. This reaction can be applied to a wide range of substrates. Mechanistic studies indicate that this reaction experiences a tandem process containing A 3 coupling, copper assisted isomerization of propadienamine to allenylamine and subsequent hydrolysis.