Copper catalyzed five-component domino strategy for the synthesis of nicotinimidamides. Issue 17 (9th April 2021)

• Record Type: Journal Article
• Authors: Zhao, Yu; Li, Li; Zhou, Zitong; Chen, Man; Yang, Weiguang; Luo, Hui
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 17(2021)
• Page Start: 3868
• Page End: 3872
• Publication Date: 2021-04-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00162k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Copper catalyzed five-component domino strategy to synthesize nicotinimidamides via a CuAAC/ring-opening procedure and generate a highly reactive N -sulfonyl acetylketenimine intermediate. Abstract : A library of medicinally and synthetically important nicotinimidamides was synthesized by a copper-catalyzed multicomponent domino reaction of oxime esters, terminal ynones, sulfonyl azides, aryl aldehydes and acetic ammonium. Its synthetic pathway involves the formation of a highly reactive N -sulfonyl acetylketenimine, characterized by high selectivity, combinations of potential nucleophiles and electrophiles, mild reaction conditions and a wide substrate scope, and is a rare five-component example of a CuAAC/ring-opening reaction.