A one-pot four-component domino protocol for the synthesis of indole and coumarin containing pyridine-3-carbonitrile derivatives

• Published in: Monatshefte für Chemie Vol. 150; no. 4; pp. 691 - 702
• Main Authors: Krishnammagari, Suresh Kumar, Balwe, Sandip Gangadhar, Kim, Jong Su, Lim, Kwon Taek, Jeong, Yeon Tae
• Format: Journal Article
• Language: English
• Published: Vienna Springer Vienna 04-04-2019; Springer Nature B.V
• Subjects: Acetic acid; Aldehydes; Ammonium acetate; Analytical Chemistry; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Condensates; Coumarin; Derivatives; Inorganic Chemistry; Organic Chemistry; Original Paper; Physical Chemistry; Reaction time; Substrates; Synthesis; Theoretical and Computational Chemistry; Multi-component reactions (MCRs); Chromenone; One-pot synthesis; Indol-3-yl pyridine; 2; Heterocyclic compounds
• ISSN: 0026-9247; 1434-4475
• DOI: 10.1007/s00706-019-2365-5

An efficient and simple protocol for the synthesis of a new class of diversely functionalized novel indole and coumarin containing pyridine-3-carbonitrile derivatives has been described through one-pot four-component condensation reaction of 3-(1
H
-indol-3-yl)-3-oxopropanenitrile, various aldehydes, 3-acetyl-2
H
-chromenones, and ammonium acetate in acetic acid conditions. The present new methodology offers several advantages such as short reaction time, easy experimental work-up, and good product yield, and endures the substrate diversity and operational simplicity under metal-free reaction conditions for the formation of C–C/C–N bonds.
Graphical abstract