An efficient and green synthesis of multi‐heteroatom heterocycles via a three components reaction in acetic acid/aqueous condition

In this research, the multi‐heteroatom heterocycles were effectively obtained via three components reactions from isatins, 3‐aminopyrazol‐5(4H)‐one, and the different heterocyclic ketones (kojic acid, ethyl 4‐oxopiperidine‐1‐carboxylate, and tetrahydro‐4H‐thiopyran‐4‐one) under acetic acid/aqueous c...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of heterocyclic chemistry 2023-04, Vol.60 (4), p.670-680
Hauptverfasser: Yang, Shuang, Peng, Yani, Wu, Minyang, Yang, Jing, Chen, Xingyue, Rong, Liangce
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:In this research, the multi‐heteroatom heterocycles were effectively obtained via three components reactions from isatins, 3‐aminopyrazol‐5(4H)‐one, and the different heterocyclic ketones (kojic acid, ethyl 4‐oxopiperidine‐1‐carboxylate, and tetrahydro‐4H‐thiopyran‐4‐one) under acetic acid/aqueous condition for the first time. The advantages of the approach were easy to handle, excellent yields, a wide range of substrates and environmental friendliness. This study provided an alternative synthesis pathway for obtaining multi‐heteroatom heterocycle compounds. In this reserach, the multi‐heteroatom heterocycles (spiro[indoline‐3,4′‐pyrano[3,2‐b]pyrazolo[4,3‐e]pyridine] 4, spiro[indoline‐3,4′‐pyrazolo[3,4‐b][1,6]naphthyridine] 6, and spiro[indoline‐3,4′‐pyrazolo[3,4‐b]thiopyrano[3,4‐e]pyridine] 8 were effectively obtained via three components reactions from isatins, 3‐aminopyrazol‐5(4H)‐one, and the different heterocyclic ketones (kojic acid, ethyl 4‐oxopiperidine‐1‐carboxylate, and tetrahydro‐4H‐thiopyran‐4‐one) under acetic acid/aqueous condition for the first time. The advantages of the approach were easy to handle, excellent yields, a wide range of substrates and environmental friendliness. This study provided an alternative synthesis pathway for obtaining multi‐heteroatom heterocycle compounds.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4621