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Ruthenium‐Catalyzed Difluoroalkylation of 8‐Aminoquinoline Amides at the C5‐Position
A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. Preliminary experimental results indicate...
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Published in: | European journal of organic chemistry 2017-12, Vol.2017 (46), p.6947-6950 |
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container_end_page | 6950 |
container_issue | 46 |
container_start_page | 6947 |
container_title | European journal of organic chemistry |
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creator | Chen, Changpeng Zeng, Runsheng Zhang, Jingyu Zhao, Yingsheng |
description | A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. Preliminary experimental results indicate that the tricoordinate ruthenium intermediate is the key factor in achieving the C5‐position selectivity.
A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. |
doi_str_mv | 10.1002/ejoc.201701150 |
format | article |
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A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201701150</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Amides ; Aminoquinolines ; Fluorinated Compounds ; Fluorine ; Functional groups ; Homogeneous catalysis ; Ruthenium ; Selectivity ; Synthetic methods</subject><ispartof>European journal of organic chemistry, 2017-12, Vol.2017 (46), p.6947-6950</ispartof><rights>2017 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3170-fa69fcc361a68d7cb816421acddb34a4a9c26d40a2dc60f2ec18bbf6f17635be3</citedby><cites>FETCH-LOGICAL-c3170-fa69fcc361a68d7cb816421acddb34a4a9c26d40a2dc60f2ec18bbf6f17635be3</cites><orcidid>0000-0002-7977-5284</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Chen, Changpeng</creatorcontrib><creatorcontrib>Zeng, Runsheng</creatorcontrib><creatorcontrib>Zhang, Jingyu</creatorcontrib><creatorcontrib>Zhao, Yingsheng</creatorcontrib><title>Ruthenium‐Catalyzed Difluoroalkylation of 8‐Aminoquinoline Amides at the C5‐Position</title><title>European journal of organic chemistry</title><description>A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. Preliminary experimental results indicate that the tricoordinate ruthenium intermediate is the key factor in achieving the C5‐position selectivity.
A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields.</description><subject>Amides</subject><subject>Aminoquinolines</subject><subject>Fluorinated Compounds</subject><subject>Fluorine</subject><subject>Functional groups</subject><subject>Homogeneous catalysis</subject><subject>Ruthenium</subject><subject>Selectivity</subject><subject>Synthetic methods</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkM1KxDAUhYMoOI5uXRdcd7w37aTNcqj_DIyIgrgJaZpgxk4zNi1SVz6Cz-iTmGFEl27uD3zn3sMh5BhhggD0VC-dmlDADBCnsENGCJzHwDjshjlN0hh58rhPDrxfAgBnDEfk6a7vnnVj-9XXx2chO1kP77qKzqype9c6Wb8MteysayJnojwws5Vt3GsfSm0bHYW10j6SXRTORMU0ELfO243ikOwZWXt99NPH5OHi_L64iueLy-tiNo9VErzGRjJulEoYSpZXmSpzZClFqaqqTFKZSq4oq1KQtFIMDNUK87I0zGDGkmmpkzE52d5dt8GY9p1Yur5twkuBPMsoA5rTQE22lGqd9602Yt3alWwHgSA2-YlNfuI3vyDgW8GbrfXwDy3ObxbFn_YbSCx4oQ</recordid><startdate>20171215</startdate><enddate>20171215</enddate><creator>Chen, Changpeng</creator><creator>Zeng, Runsheng</creator><creator>Zhang, Jingyu</creator><creator>Zhao, Yingsheng</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-7977-5284</orcidid></search><sort><creationdate>20171215</creationdate><title>Ruthenium‐Catalyzed Difluoroalkylation of 8‐Aminoquinoline Amides at the C5‐Position</title><author>Chen, Changpeng ; Zeng, Runsheng ; Zhang, Jingyu ; Zhao, Yingsheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3170-fa69fcc361a68d7cb816421acddb34a4a9c26d40a2dc60f2ec18bbf6f17635be3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Amides</topic><topic>Aminoquinolines</topic><topic>Fluorinated Compounds</topic><topic>Fluorine</topic><topic>Functional groups</topic><topic>Homogeneous catalysis</topic><topic>Ruthenium</topic><topic>Selectivity</topic><topic>Synthetic methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Changpeng</creatorcontrib><creatorcontrib>Zeng, Runsheng</creatorcontrib><creatorcontrib>Zhang, Jingyu</creatorcontrib><creatorcontrib>Zhao, Yingsheng</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Changpeng</au><au>Zeng, Runsheng</au><au>Zhang, Jingyu</au><au>Zhao, Yingsheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ruthenium‐Catalyzed Difluoroalkylation of 8‐Aminoquinoline Amides at the C5‐Position</atitle><jtitle>European journal of organic chemistry</jtitle><date>2017-12-15</date><risdate>2017</risdate><volume>2017</volume><issue>46</issue><spage>6947</spage><epage>6950</epage><pages>6947-6950</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. Preliminary experimental results indicate that the tricoordinate ruthenium intermediate is the key factor in achieving the C5‐position selectivity.
A ruthenium‐catalyzed highly selective difluoromethylation of 8‐aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejoc.201701150</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-7977-5284</orcidid></addata></record> |
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source | Wiley-Blackwell Read & Publish Collection |
subjects | Amides Aminoquinolines Fluorinated Compounds Fluorine Functional groups Homogeneous catalysis Ruthenium Selectivity Synthetic methods |
title | Ruthenium‐Catalyzed Difluoroalkylation of 8‐Aminoquinoline Amides at the C5‐Position |
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