An Unprecedented Synthesis of 3,3‐Disubstituted Isochroman‐1,4‐diones Using Nitrones as Oxygen Atom Donors
A one‐pot reaction of ninhydrin, N‐methyl‐C‐phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3‐disubstituted isochroman‐1,4‐diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditio...
Gespeichert in:
Veröffentlicht in: | Journal of heterocyclic chemistry 2019-09, Vol.56 (9), p.2333-2340 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2340 |
---|---|
container_issue | 9 |
container_start_page | 2333 |
container_title | Journal of heterocyclic chemistry |
container_volume | 56 |
creator | Sathi, Vidya Deepthi, Ani Thomas, Noble V. |
description | A one‐pot reaction of ninhydrin, N‐methyl‐C‐phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3‐disubstituted isochroman‐1,4‐diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditions, the flexibility of the secondary amines that can be used, the novelty of the product, and the good yields are the highlights of this reaction. |
doi_str_mv | 10.1002/jhet.3619 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2289416619</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2289416619</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2979-1459d030beb75857bffa7dd19fec7f4bec7afb671c26a463f6aa56b853080f983</originalsourceid><addsrcrecordid>eNp1kEFOwzAQRS0EEqWw4AaWWCE1rR0ncbysSqFFFV3QSuwsJ7HbVK0dbEeQHUfgjJyEtGHL5o--_psZ6QNwi9EQIxSOdlvphyTB7Az0MItIEGNGzkGvzcIAx-HbJbhybtdaTCjtgWqs4VpXVuaykNrLAr422m-lKx00CpIB-fn6fihdnTlf-voIzJ3Jt9YchG4jPIhaLUqjpYNrV-oNfCm9PVnh4PKz2UgNx94c4IPRxrprcKHE3smbv9kH68fpajILFsun-WS8CPKQURbgKGYFIiiTGY3TmGZKCVoUmCmZUxVlrQqVJRTnYSKihKhEiDjJ0pigFCmWkj646-5W1rzX0nm-M7XV7UsehimLcNKW1FL3HZVb45yVile2PAjbcIz4sVB-LJSTjh117Ee5l83_IH-eTVenjV9GAnum</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2289416619</pqid></control><display><type>article</type><title>An Unprecedented Synthesis of 3,3‐Disubstituted Isochroman‐1,4‐diones Using Nitrones as Oxygen Atom Donors</title><source>Wiley Online Library All Journals</source><creator>Sathi, Vidya ; Deepthi, Ani ; Thomas, Noble V.</creator><creatorcontrib>Sathi, Vidya ; Deepthi, Ani ; Thomas, Noble V.</creatorcontrib><description>A one‐pot reaction of ninhydrin, N‐methyl‐C‐phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3‐disubstituted isochroman‐1,4‐diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditions, the flexibility of the secondary amines that can be used, the novelty of the product, and the good yields are the highlights of this reaction.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.3619</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc</publisher><subject>Amines ; Ninhydrin ; Synthesis</subject><ispartof>Journal of heterocyclic chemistry, 2019-09, Vol.56 (9), p.2333-2340</ispartof><rights>2019 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2979-1459d030beb75857bffa7dd19fec7f4bec7afb671c26a463f6aa56b853080f983</citedby><cites>FETCH-LOGICAL-c2979-1459d030beb75857bffa7dd19fec7f4bec7afb671c26a463f6aa56b853080f983</cites><orcidid>0000-0001-6998-5694</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.3619$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.3619$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Sathi, Vidya</creatorcontrib><creatorcontrib>Deepthi, Ani</creatorcontrib><creatorcontrib>Thomas, Noble V.</creatorcontrib><title>An Unprecedented Synthesis of 3,3‐Disubstituted Isochroman‐1,4‐diones Using Nitrones as Oxygen Atom Donors</title><title>Journal of heterocyclic chemistry</title><description>A one‐pot reaction of ninhydrin, N‐methyl‐C‐phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3‐disubstituted isochroman‐1,4‐diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditions, the flexibility of the secondary amines that can be used, the novelty of the product, and the good yields are the highlights of this reaction.</description><subject>Amines</subject><subject>Ninhydrin</subject><subject>Synthesis</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp1kEFOwzAQRS0EEqWw4AaWWCE1rR0ncbysSqFFFV3QSuwsJ7HbVK0dbEeQHUfgjJyEtGHL5o--_psZ6QNwi9EQIxSOdlvphyTB7Az0MItIEGNGzkGvzcIAx-HbJbhybtdaTCjtgWqs4VpXVuaykNrLAr422m-lKx00CpIB-fn6fihdnTlf-voIzJ3Jt9YchG4jPIhaLUqjpYNrV-oNfCm9PVnh4PKz2UgNx94c4IPRxrprcKHE3smbv9kH68fpajILFsun-WS8CPKQURbgKGYFIiiTGY3TmGZKCVoUmCmZUxVlrQqVJRTnYSKihKhEiDjJ0pigFCmWkj646-5W1rzX0nm-M7XV7UsehimLcNKW1FL3HZVb45yVile2PAjbcIz4sVB-LJSTjh117Ee5l83_IH-eTVenjV9GAnum</recordid><startdate>201909</startdate><enddate>201909</enddate><creator>Sathi, Vidya</creator><creator>Deepthi, Ani</creator><creator>Thomas, Noble V.</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-6998-5694</orcidid></search><sort><creationdate>201909</creationdate><title>An Unprecedented Synthesis of 3,3‐Disubstituted Isochroman‐1,4‐diones Using Nitrones as Oxygen Atom Donors</title><author>Sathi, Vidya ; Deepthi, Ani ; Thomas, Noble V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2979-1459d030beb75857bffa7dd19fec7f4bec7afb671c26a463f6aa56b853080f983</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Amines</topic><topic>Ninhydrin</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sathi, Vidya</creatorcontrib><creatorcontrib>Deepthi, Ani</creatorcontrib><creatorcontrib>Thomas, Noble V.</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sathi, Vidya</au><au>Deepthi, Ani</au><au>Thomas, Noble V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Unprecedented Synthesis of 3,3‐Disubstituted Isochroman‐1,4‐diones Using Nitrones as Oxygen Atom Donors</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><date>2019-09</date><risdate>2019</risdate><volume>56</volume><issue>9</issue><spage>2333</spage><epage>2340</epage><pages>2333-2340</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>A one‐pot reaction of ninhydrin, N‐methyl‐C‐phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3‐disubstituted isochroman‐1,4‐diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditions, the flexibility of the secondary amines that can be used, the novelty of the product, and the good yields are the highlights of this reaction.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/jhet.3619</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0001-6998-5694</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-152X |
ispartof | Journal of heterocyclic chemistry, 2019-09, Vol.56 (9), p.2333-2340 |
issn | 0022-152X 1943-5193 |
language | eng |
recordid | cdi_proquest_journals_2289416619 |
source | Wiley Online Library All Journals |
subjects | Amines Ninhydrin Synthesis |
title | An Unprecedented Synthesis of 3,3‐Disubstituted Isochroman‐1,4‐diones Using Nitrones as Oxygen Atom Donors |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T05%3A23%3A05IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=An%20Unprecedented%20Synthesis%20of%203,3%E2%80%90Disubstituted%20Isochroman%E2%80%901,4%E2%80%90diones%20Using%20Nitrones%20as%20Oxygen%20Atom%20Donors&rft.jtitle=Journal%20of%20heterocyclic%20chemistry&rft.au=Sathi,%20Vidya&rft.date=2019-09&rft.volume=56&rft.issue=9&rft.spage=2333&rft.epage=2340&rft.pages=2333-2340&rft.issn=0022-152X&rft.eissn=1943-5193&rft_id=info:doi/10.1002/jhet.3619&rft_dat=%3Cproquest_cross%3E2289416619%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2289416619&rft_id=info:pmid/&rfr_iscdi=true |