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 |
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container_title | Journal of heterocyclic chemistry |
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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 |
format | Article |
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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.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.4621</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Inc</publisher><subject>Acetic acid ; Ketones ; Substrates ; Synthesis</subject><ispartof>Journal of heterocyclic chemistry, 2023-04, Vol.60 (4), p.670-680</ispartof><rights>2023 Wiley Periodicals LLC.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2571-952ffbf62d99facddd4d91a8d8d488d65aa71a3c521a99471289f04ef72e1a043</cites><orcidid>0000-0003-0561-1137</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjhet.4621$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.4621$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids></links><search><creatorcontrib>Yang, Shuang</creatorcontrib><creatorcontrib>Peng, Yani</creatorcontrib><creatorcontrib>Wu, Minyang</creatorcontrib><creatorcontrib>Yang, Jing</creatorcontrib><creatorcontrib>Chen, Xingyue</creatorcontrib><creatorcontrib>Rong, Liangce</creatorcontrib><title>An efficient and green synthesis of multi‐heteroatom heterocycles via a three components reaction in acetic acid/aqueous condition</title><title>Journal of heterocyclic chemistry</title><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.</description><subject>Acetic acid</subject><subject>Ketones</subject><subject>Substrates</subject><subject>Synthesis</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kE1OwzAQhS0EEqWw4AaWWLFIGzs_jpdVVSioEpsisYuMf6irxC62A8qOBQfgjJwEh7BlNTOa770ZPQAuUTpDaYrn-50Ms7zE6AhMEM2zpEA0OwaTuMMJKvDTKTjzfh9HlBEyAZ8LA6VSmmtpAmRGwBcnpYG-N2EnvfbQKth2TdDfH1_RWzrLgm3h2PKeN9LDN80gg2EXlZDb9mBNNPPQScaDtgZqAxmXQfNYtJiz107azkfUCD0A5-BEscbLi786BY83q-1ynWwebu-Wi03CcUFQQgus1LMqsaBUMS6EyAVFrBKVyKtKlAVjBLGMFxgxSnOCcEVVmktFsEQszbMpuBp9D87GH3yo97ZzJp6sMaFZlZUFqSJ1PVLcWe-dVPXB6Za5vkZpPYRcDyHXQ8iRnY_su25k_z9Y369X21_FD2zIgrY</recordid><startdate>202304</startdate><enddate>202304</enddate><creator>Yang, Shuang</creator><creator>Peng, Yani</creator><creator>Wu, Minyang</creator><creator>Yang, Jing</creator><creator>Chen, Xingyue</creator><creator>Rong, Liangce</creator><general>John Wiley & Sons, Inc</general><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-0561-1137</orcidid></search><sort><creationdate>202304</creationdate><title>An efficient and green synthesis of multi‐heteroatom heterocycles via a three components reaction in acetic acid/aqueous condition</title><author>Yang, Shuang ; Peng, Yani ; Wu, Minyang ; Yang, Jing ; Chen, Xingyue ; Rong, Liangce</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2571-952ffbf62d99facddd4d91a8d8d488d65aa71a3c521a99471289f04ef72e1a043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Acetic acid</topic><topic>Ketones</topic><topic>Substrates</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Shuang</creatorcontrib><creatorcontrib>Peng, Yani</creatorcontrib><creatorcontrib>Wu, Minyang</creatorcontrib><creatorcontrib>Yang, Jing</creatorcontrib><creatorcontrib>Chen, Xingyue</creatorcontrib><creatorcontrib>Rong, Liangce</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Shuang</au><au>Peng, Yani</au><au>Wu, Minyang</au><au>Yang, Jing</au><au>Chen, Xingyue</au><au>Rong, Liangce</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An efficient and green synthesis of multi‐heteroatom heterocycles via a three components reaction in acetic acid/aqueous condition</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><date>2023-04</date><risdate>2023</risdate><volume>60</volume><issue>4</issue><spage>670</spage><epage>680</epage><pages>670-680</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>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.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Inc</pub><doi>10.1002/jhet.4621</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0003-0561-1137</orcidid></addata></record> |
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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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