A Facile One-pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2-a] Pyridines Through CuI-Promoted Cyclization
A copper iodide‐promoted cyclization for the synthesis of isoxazolyl imidazo[1,2‐a] pyridines 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j in a one‐pot procedure has been investigated by interaction of 2‐aminopyridines 1a, 1b, 1c, 1d, 1e with nitrostyrylisoxazoles 2a, 2b, 2c, 2d, 2e, 2f under aerial oxida...
Gespeichert in:
Veröffentlicht in: | Journal of heterocyclic chemistry 2015-05, Vol.52 (3), p.660-668 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 668 |
---|---|
container_issue | 3 |
container_start_page | 660 |
container_title | Journal of heterocyclic chemistry |
container_volume | 52 |
creator | Rajanarendar, E. Reddy, K. G. Krishna, S. R. Srinivas, M. |
description | A copper iodide‐promoted cyclization for the synthesis of isoxazolyl imidazo[1,2‐a] pyridines 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j in a one‐pot procedure has been investigated by interaction of 2‐aminopyridines 1a, 1b, 1c, 1d, 1e with nitrostyrylisoxazoles 2a, 2b, 2c, 2d, 2e, 2f under aerial oxidation condition. Similarly, the one‐pot reaction of 2‐amino pyridines 1a, 1b, 1c, 1d, 1e with 4‐bromonitrostyrylisoxazole 2d in the presence of copper iodide under aerial oxidation condition, followed by reaction with phenyl acetylenes in situ afforded highly functionalized imidazo[1,2‐a]pyridines 10a, 10b, 10c, 10d, 10e, 10f, 10g, 10h, 10i, 10j by the Sonogashira coupling. |
doi_str_mv | 10.1002/jhet.2146 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_1676287615</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3667984121</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4386-5d724ac62421f56c03631a660078806dde150093f09dfe8019bc9327714eb1943</originalsourceid><addsrcrecordid>eNp1kMtKxDAUhoMoOF4WvkHAlWA0lzZplzI4FxlUdERRJMQ2tRk7zZi0OPXpTRlx5-rkkO__4XwAHBF8RjCm54tSN2eURHwLDEgaMRSTlG2DQfijiMT0aRfseb8IK2FCDMD6Ao5UZioNb2qNVraB913dlNobD20BJ-a9rDo4auusMbZWlfnWOZx6u1bftuoqOF2aPDxfyClF6hXeds7kptYezktn2_cSDtspunV2aZsQHHZZaFB91QHYKVTl9eHv3AcPo8v5cIJmN-Pp8GKGsoglHMW5oJHKOI0oKWKeYcYZUZxjLJIE8zzXJMY4ZQVO80InmKRvWcqoECTSb72AfXC86V05-9lq38iFbV24xEvCBaeJ4CQO1MmGypz13ulCrpxZKtdJgmUvVvZiZS82sOcb9ito6_4H5dXkcv6bQJuE8Y1e_yWU-5BcMBHLx-uxfMZXs_vJXSox-wF0Ooj7</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1676287615</pqid></control><display><type>article</type><title>A Facile One-pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2-a] Pyridines Through CuI-Promoted Cyclization</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Rajanarendar, E. ; Reddy, K. G. ; Krishna, S. R. ; Srinivas, M.</creator><creatorcontrib>Rajanarendar, E. ; Reddy, K. G. ; Krishna, S. R. ; Srinivas, M.</creatorcontrib><description>A copper iodide‐promoted cyclization for the synthesis of isoxazolyl imidazo[1,2‐a] pyridines 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j in a one‐pot procedure has been investigated by interaction of 2‐aminopyridines 1a, 1b, 1c, 1d, 1e with nitrostyrylisoxazoles 2a, 2b, 2c, 2d, 2e, 2f under aerial oxidation condition. Similarly, the one‐pot reaction of 2‐amino pyridines 1a, 1b, 1c, 1d, 1e with 4‐bromonitrostyrylisoxazole 2d in the presence of copper iodide under aerial oxidation condition, followed by reaction with phenyl acetylenes in situ afforded highly functionalized imidazo[1,2‐a]pyridines 10a, 10b, 10c, 10d, 10e, 10f, 10g, 10h, 10i, 10j by the Sonogashira coupling.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.2146</identifier><language>eng</language><publisher>Hoboken: Blackwell Publishing Ltd</publisher><ispartof>Journal of heterocyclic chemistry, 2015-05, Vol.52 (3), p.660-668</ispartof><rights>2014 HeteroCorporation</rights><rights>Copyright © 2015 HeteroCorporation</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4386-5d724ac62421f56c03631a660078806dde150093f09dfe8019bc9327714eb1943</citedby><cites>FETCH-LOGICAL-c4386-5d724ac62421f56c03631a660078806dde150093f09dfe8019bc9327714eb1943</cites></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.2146$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.2146$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids></links><search><creatorcontrib>Rajanarendar, E.</creatorcontrib><creatorcontrib>Reddy, K. G.</creatorcontrib><creatorcontrib>Krishna, S. R.</creatorcontrib><creatorcontrib>Srinivas, M.</creatorcontrib><title>A Facile One-pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2-a] Pyridines Through CuI-Promoted Cyclization</title><title>Journal of heterocyclic chemistry</title><addtitle>J. Heterocyclic Chem</addtitle><description>A copper iodide‐promoted cyclization for the synthesis of isoxazolyl imidazo[1,2‐a] pyridines 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j in a one‐pot procedure has been investigated by interaction of 2‐aminopyridines 1a, 1b, 1c, 1d, 1e with nitrostyrylisoxazoles 2a, 2b, 2c, 2d, 2e, 2f under aerial oxidation condition. Similarly, the one‐pot reaction of 2‐amino pyridines 1a, 1b, 1c, 1d, 1e with 4‐bromonitrostyrylisoxazole 2d in the presence of copper iodide under aerial oxidation condition, followed by reaction with phenyl acetylenes in situ afforded highly functionalized imidazo[1,2‐a]pyridines 10a, 10b, 10c, 10d, 10e, 10f, 10g, 10h, 10i, 10j by the Sonogashira coupling.</description><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp1kMtKxDAUhoMoOF4WvkHAlWA0lzZplzI4FxlUdERRJMQ2tRk7zZi0OPXpTRlx5-rkkO__4XwAHBF8RjCm54tSN2eURHwLDEgaMRSTlG2DQfijiMT0aRfseb8IK2FCDMD6Ao5UZioNb2qNVraB913dlNobD20BJ-a9rDo4auusMbZWlfnWOZx6u1bftuoqOF2aPDxfyClF6hXeds7kptYezktn2_cSDtspunV2aZsQHHZZaFB91QHYKVTl9eHv3AcPo8v5cIJmN-Pp8GKGsoglHMW5oJHKOI0oKWKeYcYZUZxjLJIE8zzXJMY4ZQVO80InmKRvWcqoECTSb72AfXC86V05-9lq38iFbV24xEvCBaeJ4CQO1MmGypz13ulCrpxZKtdJgmUvVvZiZS82sOcb9ito6_4H5dXkcv6bQJuE8Y1e_yWU-5BcMBHLx-uxfMZXs_vJXSox-wF0Ooj7</recordid><startdate>201505</startdate><enddate>201505</enddate><creator>Rajanarendar, E.</creator><creator>Reddy, K. G.</creator><creator>Krishna, S. R.</creator><creator>Srinivas, M.</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201505</creationdate><title>A Facile One-pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2-a] Pyridines Through CuI-Promoted Cyclization</title><author>Rajanarendar, E. ; Reddy, K. G. ; Krishna, S. R. ; Srinivas, M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4386-5d724ac62421f56c03631a660078806dde150093f09dfe8019bc9327714eb1943</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rajanarendar, E.</creatorcontrib><creatorcontrib>Reddy, K. G.</creatorcontrib><creatorcontrib>Krishna, S. R.</creatorcontrib><creatorcontrib>Srinivas, M.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rajanarendar, E.</au><au>Reddy, K. G.</au><au>Krishna, S. R.</au><au>Srinivas, M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Facile One-pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2-a] Pyridines Through CuI-Promoted Cyclization</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><addtitle>J. Heterocyclic Chem</addtitle><date>2015-05</date><risdate>2015</risdate><volume>52</volume><issue>3</issue><spage>660</spage><epage>668</epage><pages>660-668</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>A copper iodide‐promoted cyclization for the synthesis of isoxazolyl imidazo[1,2‐a] pyridines 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j in a one‐pot procedure has been investigated by interaction of 2‐aminopyridines 1a, 1b, 1c, 1d, 1e with nitrostyrylisoxazoles 2a, 2b, 2c, 2d, 2e, 2f under aerial oxidation condition. Similarly, the one‐pot reaction of 2‐amino pyridines 1a, 1b, 1c, 1d, 1e with 4‐bromonitrostyrylisoxazole 2d in the presence of copper iodide under aerial oxidation condition, followed by reaction with phenyl acetylenes in situ afforded highly functionalized imidazo[1,2‐a]pyridines 10a, 10b, 10c, 10d, 10e, 10f, 10g, 10h, 10i, 10j by the Sonogashira coupling.</abstract><cop>Hoboken</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/jhet.2146</doi><tpages>9</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-152X |
ispartof | Journal of heterocyclic chemistry, 2015-05, Vol.52 (3), p.660-668 |
issn | 0022-152X 1943-5193 |
language | eng |
recordid | cdi_proquest_journals_1676287615 |
source | Wiley Online Library Journals Frontfile Complete |
title | A Facile One-pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2-a] Pyridines Through CuI-Promoted Cyclization |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-10T09%3A41%3A15IST&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=A%20Facile%20One-pot%20Synthesis%20of%20Highly%20Functionalized%20Isoxazolyl%20Imidazo%5B1,2-a%5D%20Pyridines%20Through%20CuI-Promoted%20Cyclization&rft.jtitle=Journal%20of%20heterocyclic%20chemistry&rft.au=Rajanarendar,%20E.&rft.date=2015-05&rft.volume=52&rft.issue=3&rft.spage=660&rft.epage=668&rft.pages=660-668&rft.issn=0022-152X&rft.eissn=1943-5193&rft_id=info:doi/10.1002/jhet.2146&rft_dat=%3Cproquest_cross%3E3667984121%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=1676287615&rft_id=info:pmid/&rfr_iscdi=true |