Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones

Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones

A convenient preparative method is developed allowing for expeditious assembly of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 -pyrrol-2-ones from routinely available inexpensive synthetic precursors. These compounds could not be prepared the previously known protocols, as 2-aminofuran derivatives...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2021-04, Vol.11 (27), p.16236-16245
Hauptverfasser: Aksenov, Nicolai A, Aksenov, Dmitrii A, Kurenkov, Igor A, Aksenov, Alexander V, Skomorokhov, Anton A, Prityko, Lidiya A, Rubin, Michael
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 16245
container_issue 27
container_start_page 16236
container_title RSC advances
container_volume 11
creator Aksenov, Nicolai A
Aksenov, Dmitrii A
Kurenkov, Igor A
Aksenov, Alexander V
Skomorokhov, Anton A
Prityko, Lidiya A
Rubin, Michael
description A convenient preparative method is developed allowing for expeditious assembly of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 -pyrrol-2-ones from routinely available inexpensive synthetic precursors. These compounds could not be prepared the previously known protocols, as 2-aminofuran derivatives were produced instead.
doi_str_mv 10.1039/d1ra02279b
format Article
fullrecord <record><control><sourceid>pubmed_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D1RA02279B</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>35479147</sourcerecordid><originalsourceid>FETCH-LOGICAL-c169t-e27533f237c66c4d3fe2e252e66a982083a30a0c207ce3eacdab01820fb6e0583</originalsourceid><addsrcrecordid>eNpNkFtLw0AQhRdRbKl98QdInsXVvWQ3zWO9Vigoos9hsjvB1bQbdlMxgv_dtPU2LzPD-ebAHEIOOTvlTOZnlgdgQmR5uUOGgqWaCqbz3X_zgIxjfGF9acWF5vtkIFWa5TzNhuTzPmADAVrnl4mvEnmiqHUQujquyti6dtWiTRR97mzw7x3lG32zUZHMEtp0IfiaCuqXGJM3B0kJESnE6OL61HSmdh9__tR0sPSv2K75A7JXQR1x_N1H5On66vFiRud3N7cX0zk1XOctRZEpKSshM6O1Sa2sUKBQArWGfCLYRIJkwIxgmUGJYCyUjPdCVWpkaiJH5Hjra4KPMWBVNMEt-i8Lzop1jMUlf5huYjzv4aMt3KzKBdpf9Cc0-QUA8G2S</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones</title><source>DOAJ Directory of Open Access Journals</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central Open Access</source><source>PubMed Central</source><creator>Aksenov, Nicolai A ; Aksenov, Dmitrii A ; Kurenkov, Igor A ; Aksenov, Alexander V ; Skomorokhov, Anton A ; Prityko, Lidiya A ; Rubin, Michael</creator><creatorcontrib>Aksenov, Nicolai A ; Aksenov, Dmitrii A ; Kurenkov, Igor A ; Aksenov, Alexander V ; Skomorokhov, Anton A ; Prityko, Lidiya A ; Rubin, Michael</creatorcontrib><description>A convenient preparative method is developed allowing for expeditious assembly of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 -pyrrol-2-ones from routinely available inexpensive synthetic precursors. These compounds could not be prepared the previously known protocols, as 2-aminofuran derivatives were produced instead.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d1ra02279b</identifier><identifier>PMID: 35479147</identifier><language>eng</language><publisher>England</publisher><ispartof>RSC advances, 2021-04, Vol.11 (27), p.16236-16245</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c169t-e27533f237c66c4d3fe2e252e66a982083a30a0c207ce3eacdab01820fb6e0583</citedby><cites>FETCH-LOGICAL-c169t-e27533f237c66c4d3fe2e252e66a982083a30a0c207ce3eacdab01820fb6e0583</cites><orcidid>0000-0002-7125-9066 ; 0000-0002-3982-2533 ; 0000-0002-0911-4093 ; 0000-0002-6644-9949 ; 0000-0002-1668-9311 ; 0000-0002-0727-9652</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,860,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35479147$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Aksenov, Nicolai A</creatorcontrib><creatorcontrib>Aksenov, Dmitrii A</creatorcontrib><creatorcontrib>Kurenkov, Igor A</creatorcontrib><creatorcontrib>Aksenov, Alexander V</creatorcontrib><creatorcontrib>Skomorokhov, Anton A</creatorcontrib><creatorcontrib>Prityko, Lidiya A</creatorcontrib><creatorcontrib>Rubin, Michael</creatorcontrib><title>Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>A convenient preparative method is developed allowing for expeditious assembly of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 -pyrrol-2-ones from routinely available inexpensive synthetic precursors. These compounds could not be prepared the previously known protocols, as 2-aminofuran derivatives were produced instead.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpNkFtLw0AQhRdRbKl98QdInsXVvWQ3zWO9Vigoos9hsjvB1bQbdlMxgv_dtPU2LzPD-ebAHEIOOTvlTOZnlgdgQmR5uUOGgqWaCqbz3X_zgIxjfGF9acWF5vtkIFWa5TzNhuTzPmADAVrnl4mvEnmiqHUQujquyti6dtWiTRR97mzw7x3lG32zUZHMEtp0IfiaCuqXGJM3B0kJESnE6OL61HSmdh9__tR0sPSv2K75A7JXQR1x_N1H5On66vFiRud3N7cX0zk1XOctRZEpKSshM6O1Sa2sUKBQArWGfCLYRIJkwIxgmUGJYCyUjPdCVWpkaiJH5Hjra4KPMWBVNMEt-i8Lzop1jMUlf5huYjzv4aMt3KzKBdpf9Cc0-QUA8G2S</recordid><startdate>20210430</startdate><enddate>20210430</enddate><creator>Aksenov, Nicolai A</creator><creator>Aksenov, Dmitrii A</creator><creator>Kurenkov, Igor A</creator><creator>Aksenov, Alexander V</creator><creator>Skomorokhov, Anton A</creator><creator>Prityko, Lidiya A</creator><creator>Rubin, Michael</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-7125-9066</orcidid><orcidid>https://orcid.org/0000-0002-3982-2533</orcidid><orcidid>https://orcid.org/0000-0002-0911-4093</orcidid><orcidid>https://orcid.org/0000-0002-6644-9949</orcidid><orcidid>https://orcid.org/0000-0002-1668-9311</orcidid><orcidid>https://orcid.org/0000-0002-0727-9652</orcidid></search><sort><creationdate>20210430</creationdate><title>Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones</title><author>Aksenov, Nicolai A ; Aksenov, Dmitrii A ; Kurenkov, Igor A ; Aksenov, Alexander V ; Skomorokhov, Anton A ; Prityko, Lidiya A ; Rubin, Michael</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c169t-e27533f237c66c4d3fe2e252e66a982083a30a0c207ce3eacdab01820fb6e0583</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Aksenov, Nicolai A</creatorcontrib><creatorcontrib>Aksenov, Dmitrii A</creatorcontrib><creatorcontrib>Kurenkov, Igor A</creatorcontrib><creatorcontrib>Aksenov, Alexander V</creatorcontrib><creatorcontrib>Skomorokhov, Anton A</creatorcontrib><creatorcontrib>Prityko, Lidiya A</creatorcontrib><creatorcontrib>Rubin, Michael</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Aksenov, Nicolai A</au><au>Aksenov, Dmitrii A</au><au>Kurenkov, Igor A</au><au>Aksenov, Alexander V</au><au>Skomorokhov, Anton A</au><au>Prityko, Lidiya A</au><au>Rubin, Michael</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2021-04-30</date><risdate>2021</risdate><volume>11</volume><issue>27</issue><spage>16236</spage><epage>16245</epage><pages>16236-16245</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A convenient preparative method is developed allowing for expeditious assembly of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 -pyrrol-2-ones from routinely available inexpensive synthetic precursors. These compounds could not be prepared the previously known protocols, as 2-aminofuran derivatives were produced instead.</abstract><cop>England</cop><pmid>35479147</pmid><doi>10.1039/d1ra02279b</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-7125-9066</orcidid><orcidid>https://orcid.org/0000-0002-3982-2533</orcidid><orcidid>https://orcid.org/0000-0002-0911-4093</orcidid><orcidid>https://orcid.org/0000-0002-6644-9949</orcidid><orcidid>https://orcid.org/0000-0002-1668-9311</orcidid><orcidid>https://orcid.org/0000-0002-0727-9652</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 2046-2069
ispartof RSC advances, 2021-04, Vol.11 (27), p.16236-16245
issn 2046-2069
2046-2069
language eng
recordid cdi_crossref_primary_10_1039_D1RA02279B
source DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; PubMed Central
title Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-25T07%3A32%3A32IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-pubmed_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Preparation%20of%203,5-diarylsubstituted%205-hydroxy-1,5-dihydro-2%20H%20-pyrrol-2-ones%20via%20base-assisted%20cyclization%20of%203-cyanoketones&rft.jtitle=RSC%20advances&rft.au=Aksenov,%20Nicolai%20A&rft.date=2021-04-30&rft.volume=11&rft.issue=27&rft.spage=16236&rft.epage=16245&rft.pages=16236-16245&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/d1ra02279b&rft_dat=%3Cpubmed_cross%3E35479147%3C/pubmed_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/35479147&rfr_iscdi=true