Palladium‐Catalyzed Carbonylative Synthesis of 2‐(Trifluoromethyl)quinazolin‐4(3H)‐ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds
A procedure on palladium‐catalyzed carbonylative reaction of trifluoroacetimidoyl chlorides and nitro compounds for the construction of pharmaceutically valuable 2‐(trifluoromethyl)quinazolin‐4(3H)‐ones has been achieved. In this transformation, Mo(CO)6 has been used both as a convenient CO source a...
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Veröffentlicht in: | Advanced synthesis & catalysis 2021-03, Vol.363 (5), p.1417-1426 |
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creator | Wang, Le‐Cheng Zhang, Yu Chen, Zhengkai Wu, Xiao‐Feng |
description | A procedure on palladium‐catalyzed carbonylative reaction of trifluoroacetimidoyl chlorides and nitro compounds for the construction of pharmaceutically valuable 2‐(trifluoromethyl)quinazolin‐4(3H)‐ones has been achieved. In this transformation, Mo(CO)6 has been used both as a convenient CO source and a reducing reagent. This newly developed protocol is compatible with various nitro compounds and can be readily scaled up to 1 mmol scale. |
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In this transformation, Mo(CO)6 has been used both as a convenient CO source and a reducing reagent. This newly developed protocol is compatible with various nitro compounds and can be readily scaled up to 1 mmol scale.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.202001502</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>2-(trifluoromethyl)quinazolin-4(3H)-ones ; Carbon monoxide ; carbonylation ; Carbonyls ; Chemical reduction ; Chemical synthesis ; Chlorides ; N-heterocyclic compounds ; Nitro compounds ; Palladium ; Reagents ; trifluoroacetimidoyl chlorides</subject><ispartof>Advanced synthesis & catalysis, 2021-03, Vol.363 (5), p.1417-1426</ispartof><rights>2021 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3542-2ce93ec651310a86dd14cca0bab7ab97574a0cd51cd39d11619b964e52e4f9a13</citedby><cites>FETCH-LOGICAL-c3542-2ce93ec651310a86dd14cca0bab7ab97574a0cd51cd39d11619b964e52e4f9a13</cites><orcidid>0000-0001-6622-3328</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.202001502$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.202001502$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Wang, Le‐Cheng</creatorcontrib><creatorcontrib>Zhang, Yu</creatorcontrib><creatorcontrib>Chen, Zhengkai</creatorcontrib><creatorcontrib>Wu, Xiao‐Feng</creatorcontrib><title>Palladium‐Catalyzed Carbonylative Synthesis of 2‐(Trifluoromethyl)quinazolin‐4(3H)‐ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds</title><title>Advanced synthesis & catalysis</title><description>A procedure on palladium‐catalyzed carbonylative reaction of trifluoroacetimidoyl chlorides and nitro compounds for the construction of pharmaceutically valuable 2‐(trifluoromethyl)quinazolin‐4(3H)‐ones has been achieved. In this transformation, Mo(CO)6 has been used both as a convenient CO source and a reducing reagent. This newly developed protocol is compatible with various nitro compounds and can be readily scaled up to 1 mmol scale.</description><subject>2-(trifluoromethyl)quinazolin-4(3H)-ones</subject><subject>Carbon monoxide</subject><subject>carbonylation</subject><subject>Carbonyls</subject><subject>Chemical reduction</subject><subject>Chemical synthesis</subject><subject>Chlorides</subject><subject>N-heterocyclic compounds</subject><subject>Nitro compounds</subject><subject>Palladium</subject><subject>Reagents</subject><subject>trifluoroacetimidoyl chlorides</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKxDAUhoMoeN26DrjRxYxJ2rRmKfUygqgw47qcJikTSZsxaZXOykdw5_v5JGYYGZeu_gPn-8-BD6FjSsaUEHYOKsgxI4wQygnbQns0o3yU0kxsb2ZOdtF-CC-RyS_yfA99PYG1oEzffH98FtCBHZZa4QJ85drBQmfeNJ4ObTfXwQTsaswieDrzpra9867R3XywZ6-9aWHprGnjNj1NJmcxXasDriODNzhI3ZnGKDdYXMyt80ZFBlqFH0znHS5cs3B9q8Ih2qnBBn30mwfo-eZ6VkxG94-3d8Xl_UgmPGUjJrVItMw4TSiBi0wpmkoJpIIqh0rkPE-BSMWpVIlQNFoQlchSzZlOawE0OUAn67sL7157HbryxfW-jS9LlgqeMEaSLFLjNSW9C8Hrulx404AfSkrKlfxyJb_cyI8FsS68G6uHf-jy8mpa_HV_APyuj9o</recordid><startdate>20210302</startdate><enddate>20210302</enddate><creator>Wang, Le‐Cheng</creator><creator>Zhang, Yu</creator><creator>Chen, Zhengkai</creator><creator>Wu, Xiao‐Feng</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-6622-3328</orcidid></search><sort><creationdate>20210302</creationdate><title>Palladium‐Catalyzed Carbonylative Synthesis of 2‐(Trifluoromethyl)quinazolin‐4(3H)‐ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds</title><author>Wang, Le‐Cheng ; Zhang, Yu ; Chen, Zhengkai ; Wu, Xiao‐Feng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3542-2ce93ec651310a86dd14cca0bab7ab97574a0cd51cd39d11619b964e52e4f9a13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>2-(trifluoromethyl)quinazolin-4(3H)-ones</topic><topic>Carbon monoxide</topic><topic>carbonylation</topic><topic>Carbonyls</topic><topic>Chemical reduction</topic><topic>Chemical synthesis</topic><topic>Chlorides</topic><topic>N-heterocyclic compounds</topic><topic>Nitro compounds</topic><topic>Palladium</topic><topic>Reagents</topic><topic>trifluoroacetimidoyl chlorides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Le‐Cheng</creatorcontrib><creatorcontrib>Zhang, Yu</creatorcontrib><creatorcontrib>Chen, Zhengkai</creatorcontrib><creatorcontrib>Wu, Xiao‐Feng</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Le‐Cheng</au><au>Zhang, Yu</au><au>Chen, Zhengkai</au><au>Wu, Xiao‐Feng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium‐Catalyzed Carbonylative Synthesis of 2‐(Trifluoromethyl)quinazolin‐4(3H)‐ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2021-03-02</date><risdate>2021</risdate><volume>363</volume><issue>5</issue><spage>1417</spage><epage>1426</epage><pages>1417-1426</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>A procedure on palladium‐catalyzed carbonylative reaction of trifluoroacetimidoyl chlorides and nitro compounds for the construction of pharmaceutically valuable 2‐(trifluoromethyl)quinazolin‐4(3H)‐ones has been achieved. In this transformation, Mo(CO)6 has been used both as a convenient CO source and a reducing reagent. This newly developed protocol is compatible with various nitro compounds and can be readily scaled up to 1 mmol scale.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.202001502</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-6622-3328</orcidid></addata></record> |
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subjects | 2-(trifluoromethyl)quinazolin-4(3H)-ones Carbon monoxide carbonylation Carbonyls Chemical reduction Chemical synthesis Chlorides N-heterocyclic compounds Nitro compounds Palladium Reagents trifluoroacetimidoyl chlorides |
title | Palladium‐Catalyzed Carbonylative Synthesis of 2‐(Trifluoromethyl)quinazolin‐4(3H)‐ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds |
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