Domino Oxidative Cyclization for the One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives
An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and...
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| Veröffentlicht in: | ChemistrySelect (Weinheim) 2018-09, Vol.3 (34), p.9881-9884 |
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| creator | Reddy, Lonka Madhava Reddy, Vulupala Veerabadra Putta, Chandra Shekar Satteyyanaidu, Vallabhareddy Reddy, Chepyala Krishna Subba Reddy, Basi V. |
| description | An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions.
An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions. This method works with a wide range of substrates. |
| doi_str_mv | 10.1002/slct.201800960 |
| format | Article |
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An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions. This method works with a wide range of substrates.</description><identifier>ISSN: 2365-6549</identifier><identifier>EISSN: 2365-6549</identifier><identifier>DOI: 10.1002/slct.201800960</identifier><language>eng</language><subject>Aryl acetylenes ; Molecular iodine ; Oxidative cyclization ; Pyrrolo[1, 2-a] quinoxalines ; Styrenes</subject><ispartof>ChemistrySelect (Weinheim), 2018-09, Vol.3 (34), p.9881-9884</ispartof><rights>2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2890-6549161578ce0004c3c383ea73daf7420b3e19d6ca9e3f51dfcc37627699da5c3</citedby><cites>FETCH-LOGICAL-c2890-6549161578ce0004c3c383ea73daf7420b3e19d6ca9e3f51dfcc37627699da5c3</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%2Fslct.201800960$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fslct.201800960$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,781,785,1418,27928,27929,45578,45579</link.rule.ids></links><search><creatorcontrib>Reddy, Lonka Madhava</creatorcontrib><creatorcontrib>Reddy, Vulupala Veerabadra</creatorcontrib><creatorcontrib>Putta, Chandra Shekar</creatorcontrib><creatorcontrib>Satteyyanaidu, Vallabhareddy</creatorcontrib><creatorcontrib>Reddy, Chepyala Krishna</creatorcontrib><creatorcontrib>Subba Reddy, Basi V.</creatorcontrib><title>Domino Oxidative Cyclization for the One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives</title><title>ChemistrySelect (Weinheim)</title><description>An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions.
An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions. This method works with a wide range of substrates.</description><subject>Aryl acetylenes</subject><subject>Molecular iodine</subject><subject>Oxidative cyclization</subject><subject>Pyrrolo[1, 2-a] quinoxalines</subject><subject>Styrenes</subject><issn>2365-6549</issn><issn>2365-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkEFLAzEUhIMoWGqvnvMDbH1JutnNUbZqhYUWWk8iS8wmGNluNFlr11Ov3vyN_SVuW1Fvnt7wmBmGD6FTAgMCQM9DqeoBBZIACA4HqEMZj_o8GorDP_oY9UJ4AgDCE06juIPMyC1s5fBkZQtZ26XGaaNK-95qV2HjPK4fNZ5UerP-nLoaz5qqfQQbsDN42njvSndHzjbrD9o65P3La9u2kqWtNB5pb5e70nCCjowsg-593y66vbqcp-N-Nrm-SS-yvqKJgN1GwkkUJ0q3K4eKKZYwLWNWSBMPKTwwTUTBlRSamYgURikWcxpzIQoZKdZFg32v8i4Er03-7O1C-iYnkG9B5VtQ-Q-oNiD2gTdb6uYfdz7L0vlv9gvIKXEJ</recordid><startdate>20180914</startdate><enddate>20180914</enddate><creator>Reddy, Lonka Madhava</creator><creator>Reddy, Vulupala Veerabadra</creator><creator>Putta, Chandra Shekar</creator><creator>Satteyyanaidu, Vallabhareddy</creator><creator>Reddy, Chepyala Krishna</creator><creator>Subba Reddy, Basi V.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20180914</creationdate><title>Domino Oxidative Cyclization for the One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives</title><author>Reddy, Lonka Madhava ; Reddy, Vulupala Veerabadra ; Putta, Chandra Shekar ; Satteyyanaidu, Vallabhareddy ; Reddy, Chepyala Krishna ; Subba Reddy, Basi V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2890-6549161578ce0004c3c383ea73daf7420b3e19d6ca9e3f51dfcc37627699da5c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aryl acetylenes</topic><topic>Molecular iodine</topic><topic>Oxidative cyclization</topic><topic>Pyrrolo[1, 2-a] quinoxalines</topic><topic>Styrenes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Reddy, Lonka Madhava</creatorcontrib><creatorcontrib>Reddy, Vulupala Veerabadra</creatorcontrib><creatorcontrib>Putta, Chandra Shekar</creatorcontrib><creatorcontrib>Satteyyanaidu, Vallabhareddy</creatorcontrib><creatorcontrib>Reddy, Chepyala Krishna</creatorcontrib><creatorcontrib>Subba Reddy, Basi V.</creatorcontrib><collection>CrossRef</collection><jtitle>ChemistrySelect (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Reddy, Lonka Madhava</au><au>Reddy, Vulupala Veerabadra</au><au>Putta, Chandra Shekar</au><au>Satteyyanaidu, Vallabhareddy</au><au>Reddy, Chepyala Krishna</au><au>Subba Reddy, Basi V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Domino Oxidative Cyclization for the One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives</atitle><jtitle>ChemistrySelect (Weinheim)</jtitle><date>2018-09-14</date><risdate>2018</risdate><volume>3</volume><issue>34</issue><spage>9881</spage><epage>9884</epage><pages>9881-9884</pages><issn>2365-6549</issn><eissn>2365-6549</eissn><abstract>An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions.
An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions. This method works with a wide range of substrates.</abstract><doi>10.1002/slct.201800960</doi><tpages>4</tpages></addata></record> |
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| subjects | Aryl acetylenes Molecular iodine Oxidative cyclization Pyrrolo[1, 2-a] quinoxalines Styrenes |
| title | Domino Oxidative Cyclization for the One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives |
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