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...

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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
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container_end_page 680
container_issue 4
container_start_page 670
container_title Journal of heterocyclic chemistry
container_volume 60
creator Yang, Shuang
Peng, Yani
Wu, Minyang
Yang, Jing
Chen, Xingyue
Rong, Liangce
description 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.
doi_str_mv 10.1002/jhet.4621
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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. 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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. 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subjects Acetic acid
Ketones
Substrates
Synthesis
title An efficient and green synthesis of multi‐heteroatom heterocycles via a three components reaction in acetic acid/aqueous condition
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