Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates

Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a s...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2022-06, Vol.2 (21), p.4293-4297
Hauptverfasser: Wan, Huiyang, Xia, Shuangshuang, Liu, Xinghua, Jian, Yongchan, An, Yuanyuan, Wang, Yubin
Format: Artikel
Sprache:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 4297
container_issue 21
container_start_page 4293
container_title Organic & biomolecular chemistry
container_volume 2
creator Wan, Huiyang
Xia, Shuangshuang
Liu, Xinghua
Jian, Yongchan
An, Yuanyuan
Wang, Yubin
description Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a series of functionalized spirocyclic oxazole derivatives in good to excellent yields. A facil route to spirocyclic oxazole derivatives via the [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations was developed.
doi_str_mv 10.1039/d2ob00701k
format Article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_d2ob00701k</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d2ob00701k</sourcerecordid><originalsourceid>FETCH-rsc_primary_d2ob00701k3</originalsourceid><addsrcrecordid>eNqFjk0LwjAQRIMo-HnxLuQPVDetWnoWxbveZW1SGk2zki1i_fVWED16moE3PEaIqYK5giRb6JjOACmoa0cM1DJNI1glWffbY-iLIfMFQGXpejkQ50Pj69KwZUmF5JsNlDe5s7mkBz7JGalNsHes7d2wLAJVMo4wNM5q4418bwndFT35lqPXMirRUdno0AoqrA2PRa9Ax2byyZGY7bbHzT4KnJ9uwVat7vQ7nvzjL-9aSOM</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Wan, Huiyang ; Xia, Shuangshuang ; Liu, Xinghua ; Jian, Yongchan ; An, Yuanyuan ; Wang, Yubin</creator><creatorcontrib>Wan, Huiyang ; Xia, Shuangshuang ; Liu, Xinghua ; Jian, Yongchan ; An, Yuanyuan ; Wang, Yubin</creatorcontrib><description>Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a series of functionalized spirocyclic oxazole derivatives in good to excellent yields. A facil route to spirocyclic oxazole derivatives via the [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations was developed.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d2ob00701k</identifier><ispartof>Organic &amp; biomolecular chemistry, 2022-06, Vol.2 (21), p.4293-4297</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Wan, Huiyang</creatorcontrib><creatorcontrib>Xia, Shuangshuang</creatorcontrib><creatorcontrib>Liu, Xinghua</creatorcontrib><creatorcontrib>Jian, Yongchan</creatorcontrib><creatorcontrib>An, Yuanyuan</creatorcontrib><creatorcontrib>Wang, Yubin</creatorcontrib><title>Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates</title><title>Organic &amp; biomolecular chemistry</title><description>Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a series of functionalized spirocyclic oxazole derivatives in good to excellent yields. A facil route to spirocyclic oxazole derivatives via the [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations was developed.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFjk0LwjAQRIMo-HnxLuQPVDetWnoWxbveZW1SGk2zki1i_fVWED16moE3PEaIqYK5giRb6JjOACmoa0cM1DJNI1glWffbY-iLIfMFQGXpejkQ50Pj69KwZUmF5JsNlDe5s7mkBz7JGalNsHes7d2wLAJVMo4wNM5q4418bwndFT35lqPXMirRUdno0AoqrA2PRa9Ax2byyZGY7bbHzT4KnJ9uwVat7vQ7nvzjL-9aSOM</recordid><startdate>20220601</startdate><enddate>20220601</enddate><creator>Wan, Huiyang</creator><creator>Xia, Shuangshuang</creator><creator>Liu, Xinghua</creator><creator>Jian, Yongchan</creator><creator>An, Yuanyuan</creator><creator>Wang, Yubin</creator><scope/></search><sort><creationdate>20220601</creationdate><title>Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates</title><author>Wan, Huiyang ; Xia, Shuangshuang ; Liu, Xinghua ; Jian, Yongchan ; An, Yuanyuan ; Wang, Yubin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d2ob00701k3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2022</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wan, Huiyang</creatorcontrib><creatorcontrib>Xia, Shuangshuang</creatorcontrib><creatorcontrib>Liu, Xinghua</creatorcontrib><creatorcontrib>Jian, Yongchan</creatorcontrib><creatorcontrib>An, Yuanyuan</creatorcontrib><creatorcontrib>Wang, Yubin</creatorcontrib><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wan, Huiyang</au><au>Xia, Shuangshuang</au><au>Liu, Xinghua</au><au>Jian, Yongchan</au><au>An, Yuanyuan</au><au>Wang, Yubin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><date>2022-06-01</date><risdate>2022</risdate><volume>2</volume><issue>21</issue><spage>4293</spage><epage>4297</epage><pages>4293-4297</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a series of functionalized spirocyclic oxazole derivatives in good to excellent yields. A facil route to spirocyclic oxazole derivatives via the [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations was developed.</abstract><doi>10.1039/d2ob00701k</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2022-06, Vol.2 (21), p.4293-4297
issn 1477-0520
1477-0539
language
recordid cdi_rsc_primary_d2ob00701k
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-13T15%3A39%3A08IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20spirocyclic%20oxazole%20derivatives%20from%202-arylidene%20cycloalkanones%20and%20-halohydroxamates&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Wan,%20Huiyang&rft.date=2022-06-01&rft.volume=2&rft.issue=21&rft.spage=4293&rft.epage=4297&rft.pages=4293-4297&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d2ob00701k&rft_dat=%3Crsc%3Ed2ob00701k%3C/rsc%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true