PdII‐Catalyzed Spiroannulation of Cyclic N‐Sulfonyl Ketimines with Aryl Iodides through C–H Bond Activation
A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds to facilitate the annulation process. Pd is cheaper than...
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| Veröffentlicht in: | European journal of organic chemistry 2017-08, Vol.2017 (28), p.4085-4090 |
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| container_issue | 28 |
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| container_title | European journal of organic chemistry |
| container_volume | 2017 |
| creator | Reddy, K. Nagarjuna Rao, M. V. Krishna Sridhar, B. Reddy, B. V. Subba |
| description | A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds to facilitate the annulation process. Pd is cheaper than other transition metal catalysts commonly used for the C–H activation, such as Ir and Rh. This approach leads to the synthesis of biologically relevant spiro‐benzosultams in a single‐step process.
A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds, and leads to the synthesis of biologically relevant spiro‐benzosultams in a single step. |
| doi_str_mv | 10.1002/ejoc.201700569 |
| format | Article |
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A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds, and leads to the synthesis of biologically relevant spiro‐benzosultams in a single step.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201700569</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Activation ; Aromatic compounds ; Catalysts ; Chemical reactions ; Cyclization ; C–H activation ; Heterocycles ; Imines ; Iodides ; Organic chemistry ; Palladium ; Polycycles ; Spiro compounds ; Synthesis</subject><ispartof>European journal of organic chemistry, 2017-08, Vol.2017 (28), p.4085-4090</ispartof><rights>2017 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejoc.201700569$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201700569$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Reddy, K. Nagarjuna</creatorcontrib><creatorcontrib>Rao, M. V. Krishna</creatorcontrib><creatorcontrib>Sridhar, B.</creatorcontrib><creatorcontrib>Reddy, B. V. Subba</creatorcontrib><title>PdII‐Catalyzed Spiroannulation of Cyclic N‐Sulfonyl Ketimines with Aryl Iodides through C–H Bond Activation</title><title>European journal of organic chemistry</title><description>A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds to facilitate the annulation process. Pd is cheaper than other transition metal catalysts commonly used for the C–H activation, such as Ir and Rh. This approach leads to the synthesis of biologically relevant spiro‐benzosultams in a single‐step process.
A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds, and leads to the synthesis of biologically relevant spiro‐benzosultams in a single step.</description><subject>Activation</subject><subject>Aromatic compounds</subject><subject>Catalysts</subject><subject>Chemical reactions</subject><subject>Cyclization</subject><subject>C–H activation</subject><subject>Heterocycles</subject><subject>Imines</subject><subject>Iodides</subject><subject>Organic chemistry</subject><subject>Palladium</subject><subject>Polycycles</subject><subject>Spiro compounds</subject><subject>Synthesis</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNo9kMtOwkAUhidGExHdup7EdfHM9MYssUGpEjGBhbtmOhcZUjqlF0ld8QgmviFPYhHD6pzz58t_kg-hWwIDAkDv1cqKAQUSAvgBO0M9Aow5EDA473bP9RzC3PdLdFVVKwBgQUB6aPMm43i_-454zbP2S0k8L0xpeZ43Ga-NzbHVOGpFZgR-7bh5k2mbtxl-UbVZm1xVeGvqJR6VXRZbaWSX1MvSNh9LHO13PxP8YHOJR6I2n3-F1-hC86xSN_-zjxaP40U0caazpzgaTZ0iHDJHaK1S7Wvhg3KHXIL2GZXaB5cGmrpBmgahDgXxqeRDISUPQFCdSk9wCD0Obh_dHWuL0m4aVdXJyjZl3n1MCKM-7eRQ2lHsSG1NptqkKM2al21CIDkoTQ5Kk5PSZPw8i06X-wvUpHHo</recordid><startdate>20170802</startdate><enddate>20170802</enddate><creator>Reddy, K. Nagarjuna</creator><creator>Rao, M. V. Krishna</creator><creator>Sridhar, B.</creator><creator>Reddy, B. V. Subba</creator><general>Wiley Subscription Services, Inc</general><scope/></search><sort><creationdate>20170802</creationdate><title>PdII‐Catalyzed Spiroannulation of Cyclic N‐Sulfonyl Ketimines with Aryl Iodides through C–H Bond Activation</title><author>Reddy, K. Nagarjuna ; Rao, M. V. Krishna ; Sridhar, B. ; Reddy, B. V. Subba</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p789-cffebf5fc50e38ad0f592df50326f236bb67f7c152da8cdda60c2fbd4ca074a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Activation</topic><topic>Aromatic compounds</topic><topic>Catalysts</topic><topic>Chemical reactions</topic><topic>Cyclization</topic><topic>C–H activation</topic><topic>Heterocycles</topic><topic>Imines</topic><topic>Iodides</topic><topic>Organic chemistry</topic><topic>Palladium</topic><topic>Polycycles</topic><topic>Spiro compounds</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Reddy, K. Nagarjuna</creatorcontrib><creatorcontrib>Rao, M. V. Krishna</creatorcontrib><creatorcontrib>Sridhar, B.</creatorcontrib><creatorcontrib>Reddy, B. V. Subba</creatorcontrib><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Reddy, K. Nagarjuna</au><au>Rao, M. V. Krishna</au><au>Sridhar, B.</au><au>Reddy, B. V. Subba</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>PdII‐Catalyzed Spiroannulation of Cyclic N‐Sulfonyl Ketimines with Aryl Iodides through C–H Bond Activation</atitle><jtitle>European journal of organic chemistry</jtitle><date>2017-08-02</date><risdate>2017</risdate><volume>2017</volume><issue>28</issue><spage>4085</spage><epage>4090</epage><pages>4085-4090</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds to facilitate the annulation process. Pd is cheaper than other transition metal catalysts commonly used for the C–H activation, such as Ir and Rh. This approach leads to the synthesis of biologically relevant spiro‐benzosultams in a single‐step process.
A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds, and leads to the synthesis of biologically relevant spiro‐benzosultams in a single step.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejoc.201700569</doi><tpages>6</tpages></addata></record> |
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| subjects | Activation Aromatic compounds Catalysts Chemical reactions Cyclization C–H activation Heterocycles Imines Iodides Organic chemistry Palladium Polycycles Spiro compounds Synthesis |
| title | PdII‐Catalyzed Spiroannulation of Cyclic N‐Sulfonyl Ketimines with Aryl Iodides through C–H Bond Activation |
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