Novel One-Pot Total Syntheses of Deoxyvasicinone, Mackinazolinone, Isaindigotone, and Their Derivatives Promoted by Microwave Irradiation
Total syntheses of deoxyvasicinone (1), mackinazolinone (2), and 8-hydroxydeoxyvasicinone (3) via novel microwave-assisted domino reactions, as well as a novel three-component one-pot total synthesis of isaindigotone (5) promoted by microwave irradiation, are reported. The efficient reaction process...
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| Veröffentlicht in: | Organic letters 2005-07, Vol.7 (15), p.3363-3366 |
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| container_end_page | 3366 |
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| container_issue | 15 |
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| container_title | Organic letters |
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| creator | Liu, Ji-Feng Ye, Ping Sprague, Kevin Sargent, Katie Yohannes, Daniel Baldino, Carmen M Wilson, Christopher J Ng, Shi-Chung |
| description | Total syntheses of deoxyvasicinone (1), mackinazolinone (2), and 8-hydroxydeoxyvasicinone (3) via novel microwave-assisted domino reactions, as well as a novel three-component one-pot total synthesis of isaindigotone (5) promoted by microwave irradiation, are reported. The efficient reaction process enabled us to rapidly access related natural product derivatives and to identify a new class of cytotoxic agents. |
| doi_str_mv | 10.1021/ol0513084 |
| format | Article |
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The efficient reaction process enabled us to rapidly access related natural product derivatives and to identify a new class of cytotoxic agents.</description><subject>Alkaloids - chemical synthesis</subject><subject>Alkaloids - chemistry</subject><subject>Microwaves</subject><subject>Molecular Structure</subject><subject>Quinazolines - chemical synthesis</subject><subject>Quinazolines - chemistry</subject><subject>Quinazolinones</subject><subject>Radiation</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkMtOwzAQRS0E4r3gB5A3ICERsOPGDkvEsxIvibKOpvYEDKld7DRQ_oC_xtAKNqxm5urM1cwlZIuzA85yfugbVnDByt4CWeVFLjLFinzxt5dshazF-MwYT8rRMlnhkvFSSr5KPm98hw29dZjd-ZYOfAsNvZ-69gkjRupreor-fdpBtNo673CfXoN-sQ4-fDMX-hGsM_bRtz8jOEMHT2hDWg22g9Z2yeku-JFv0dDhlF5bHfwbdEj7IYCxCfFugyzV0ETcnNd18nB-Nji5zK5uL_onx1cZCC7arCwU5KXOWWFKxY3uFVJAqQzkR6iMHBaGc10opnSdo2HDnhAoBUPEkvNag1gnuzPfcfCvE4xtNbJRY9OAQz-JlSyZUFKJBO7NwHRsjAHrahzsCMK04qz6zr36zT2x23PTyXCE5o-cB52AnRkAOlbPfhJc-vEfoy8IJotL</recordid><startdate>20050721</startdate><enddate>20050721</enddate><creator>Liu, Ji-Feng</creator><creator>Ye, Ping</creator><creator>Sprague, Kevin</creator><creator>Sargent, Katie</creator><creator>Yohannes, Daniel</creator><creator>Baldino, Carmen M</creator><creator>Wilson, Christopher J</creator><creator>Ng, Shi-Chung</creator><general>American Chemical Society</general><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>20050721</creationdate><title>Novel One-Pot Total Syntheses of Deoxyvasicinone, Mackinazolinone, Isaindigotone, and Their Derivatives Promoted by Microwave Irradiation</title><author>Liu, Ji-Feng ; Ye, Ping ; Sprague, Kevin ; Sargent, Katie ; Yohannes, Daniel ; Baldino, Carmen M ; Wilson, Christopher J ; Ng, Shi-Chung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a313t-857a28c205d871dc4563a87da29e7d6b5d11c5707cf2ed0b433e630eee811fca3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Alkaloids - chemical synthesis</topic><topic>Alkaloids - chemistry</topic><topic>Microwaves</topic><topic>Molecular Structure</topic><topic>Quinazolines - chemical synthesis</topic><topic>Quinazolines - chemistry</topic><topic>Quinazolinones</topic><topic>Radiation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Ji-Feng</creatorcontrib><creatorcontrib>Ye, Ping</creatorcontrib><creatorcontrib>Sprague, Kevin</creatorcontrib><creatorcontrib>Sargent, Katie</creatorcontrib><creatorcontrib>Yohannes, Daniel</creatorcontrib><creatorcontrib>Baldino, Carmen M</creatorcontrib><creatorcontrib>Wilson, Christopher J</creatorcontrib><creatorcontrib>Ng, Shi-Chung</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 letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Ji-Feng</au><au>Ye, Ping</au><au>Sprague, Kevin</au><au>Sargent, Katie</au><au>Yohannes, Daniel</au><au>Baldino, Carmen M</au><au>Wilson, Christopher J</au><au>Ng, Shi-Chung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel One-Pot Total Syntheses of Deoxyvasicinone, Mackinazolinone, Isaindigotone, and Their Derivatives Promoted by Microwave Irradiation</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2005-07-21</date><risdate>2005</risdate><volume>7</volume><issue>15</issue><spage>3363</spage><epage>3366</epage><pages>3363-3366</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Total syntheses of deoxyvasicinone (1), mackinazolinone (2), and 8-hydroxydeoxyvasicinone (3) via novel microwave-assisted domino reactions, as well as a novel three-component one-pot total synthesis of isaindigotone (5) promoted by microwave irradiation, are reported. The efficient reaction process enabled us to rapidly access related natural product derivatives and to identify a new class of cytotoxic agents.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>16018661</pmid><doi>10.1021/ol0513084</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2005-07, Vol.7 (15), p.3363-3366 |
| issn | 1523-7060 1523-7052 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_68037673 |
| source | ACS Publications; MEDLINE |
| subjects | Alkaloids - chemical synthesis Alkaloids - chemistry Microwaves Molecular Structure Quinazolines - chemical synthesis Quinazolines - chemistry Quinazolinones Radiation |
| title | Novel One-Pot Total Syntheses of Deoxyvasicinone, Mackinazolinone, Isaindigotone, and Their Derivatives Promoted by Microwave Irradiation |
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