Metal free TBHP-promoted intramolecular carbonylation of arenes via radical cross-dehydrogenative coupling: synthesis of indenoquinolinones, 4-azafluorenones and fluorenones
A metal-free, TBHP-promoted economical route is developed via the sp(2) C-H bond functionalization strategy for the synthesis of indenoquinolinones, 4-azafluorenones and fluorenones. Reactions provided excellent yield of the products under mild conditions. We have successfully synthesized 11H-indeno...
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Veröffentlicht in: | Organic & biomolecular chemistry 2016-01, Vol.14 (26), p.6328-6336 |
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container_title | Organic & biomolecular chemistry |
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creator | Mishra, Kalpana Pandey, Ashok Kumar Singh, Jay Bahadur Singh, Radhey M |
description | A metal-free, TBHP-promoted economical route is developed via the sp(2) C-H bond functionalization strategy for the synthesis of indenoquinolinones, 4-azafluorenones and fluorenones. Reactions provided excellent yield of the products under mild conditions. We have successfully synthesized 11H-indeno[1,2-b]quinolin-11-one, an antibacterial agent, in excellent yields. |
doi_str_mv | 10.1039/c6ob00998k |
format | Article |
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We have successfully synthesized 11H-indeno[1,2-b]quinolin-11-one, an antibacterial agent, in excellent yields.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c6ob00998k</identifier><identifier>PMID: 27270707</identifier><language>eng</language><publisher>England</publisher><subject>Aza Compounds - chemical synthesis ; Aza Compounds - chemistry ; Calixarenes - chemistry ; Fluorenes - chemical synthesis ; Fluorenes - chemistry ; Hydrogenation ; Molecular Structure ; tert-Butylhydroperoxide - chemistry</subject><ispartof>Organic & biomolecular chemistry, 2016-01, Vol.14 (26), p.6328-6336</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c287t-8926aaa6029e481116927daac1e9d71dc73c8a26ccb902a946e68ac0e26c41a63</citedby><cites>FETCH-LOGICAL-c287t-8926aaa6029e481116927daac1e9d71dc73c8a26ccb902a946e68ac0e26c41a63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27270707$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mishra, Kalpana</creatorcontrib><creatorcontrib>Pandey, Ashok Kumar</creatorcontrib><creatorcontrib>Singh, Jay Bahadur</creatorcontrib><creatorcontrib>Singh, Radhey M</creatorcontrib><title>Metal free TBHP-promoted intramolecular carbonylation of arenes via radical cross-dehydrogenative coupling: synthesis of indenoquinolinones, 4-azafluorenones and fluorenones</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>A metal-free, TBHP-promoted economical route is developed via the sp(2) C-H bond functionalization strategy for the synthesis of indenoquinolinones, 4-azafluorenones and fluorenones. 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We have successfully synthesized 11H-indeno[1,2-b]quinolin-11-one, an antibacterial agent, in excellent yields.</description><subject>Aza Compounds - chemical synthesis</subject><subject>Aza Compounds - chemistry</subject><subject>Calixarenes - chemistry</subject><subject>Fluorenes - chemical synthesis</subject><subject>Fluorenes - chemistry</subject><subject>Hydrogenation</subject><subject>Molecular Structure</subject><subject>tert-Butylhydroperoxide - chemistry</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkU1PHSEUhkljUz83_QENy6ZxKjBzYehOb9pq1OhC15Nz4YyiDFxhxuT2P_U_yvUrhgVweM6TcF5CvnL2k7NaHxgZF4xp3d5_Ilu8Uapis1pvvJ8F2yTbOd8xxrWSzReyKZRQrKwt8v8cR_C0T4j06uj4slqmOMQRLXVhTDBEj2bykKiBtIhh5WF0MdDYU0gYMNNHBzSBdaZYTIo5VxZvVzbFGwyFfURq4rT0Ltz8onkVxlvMLq_7XbAY4sPkQiyvsbj2aVPBP-j9FIt7XaEQLP1w3yWfe_AZ9173HXL95_fV_Lg6u_h7Mj88q4xo1Vi1WkgAkExobFrOudRCWQDDUVvFrVG1aUFIYxaaCdCNRNmCYVhKDQdZ75DvL94yjYcJ89gNLhv0HgLGKXe8ZWV8s3ZWF_THC_r8-YR9t0xugLTqOOvW8XRzeXH0HM9pgb-9eqfFgPYdfcujfgKDTpAL</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Mishra, Kalpana</creator><creator>Pandey, Ashok Kumar</creator><creator>Singh, Jay Bahadur</creator><creator>Singh, Radhey M</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20160101</creationdate><title>Metal free TBHP-promoted intramolecular carbonylation of arenes via radical cross-dehydrogenative coupling: synthesis of indenoquinolinones, 4-azafluorenones and fluorenones</title><author>Mishra, Kalpana ; Pandey, Ashok Kumar ; Singh, Jay Bahadur ; Singh, Radhey M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c287t-8926aaa6029e481116927daac1e9d71dc73c8a26ccb902a946e68ac0e26c41a63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Aza Compounds - chemical synthesis</topic><topic>Aza Compounds - chemistry</topic><topic>Calixarenes - chemistry</topic><topic>Fluorenes - chemical synthesis</topic><topic>Fluorenes - chemistry</topic><topic>Hydrogenation</topic><topic>Molecular Structure</topic><topic>tert-Butylhydroperoxide - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mishra, Kalpana</creatorcontrib><creatorcontrib>Pandey, Ashok Kumar</creatorcontrib><creatorcontrib>Singh, Jay Bahadur</creatorcontrib><creatorcontrib>Singh, Radhey M</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mishra, Kalpana</au><au>Pandey, Ashok Kumar</au><au>Singh, Jay Bahadur</au><au>Singh, Radhey M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal free TBHP-promoted intramolecular carbonylation of arenes via radical cross-dehydrogenative coupling: synthesis of indenoquinolinones, 4-azafluorenones and fluorenones</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2016-01-01</date><risdate>2016</risdate><volume>14</volume><issue>26</issue><spage>6328</spage><epage>6336</epage><pages>6328-6336</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A metal-free, TBHP-promoted economical route is developed via the sp(2) C-H bond functionalization strategy for the synthesis of indenoquinolinones, 4-azafluorenones and fluorenones. 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source | MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
subjects | Aza Compounds - chemical synthesis Aza Compounds - chemistry Calixarenes - chemistry Fluorenes - chemical synthesis Fluorenes - chemistry Hydrogenation Molecular Structure tert-Butylhydroperoxide - chemistry |
title | Metal free TBHP-promoted intramolecular carbonylation of arenes via radical cross-dehydrogenative coupling: synthesis of indenoquinolinones, 4-azafluorenones and fluorenones |
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