Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water
An efficient and mild method using a bimetallic MnF2/CuI catalyst at 60 °C in water was developed for the N‐arylation of amides and sulfonamides with aryl halides. A variety of functionalized amides and sulfonamides were coupled with different substituted aryl halides to afford the corresponding N‐a...
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| Veröffentlicht in: | European journal of organic chemistry 2013-01, Vol.2013 (3), p.515-524 |
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| container_title | European journal of organic chemistry |
| container_volume | 2013 |
| creator | Teo, Yong-Chua Yong, Fui-Fong Ithnin, Idzham Khalid Yio, Siew-Hui Trionna Lin, Zhiyin |
| description | An efficient and mild method using a bimetallic MnF2/CuI catalyst at 60 °C in water was developed for the N‐arylation of amides and sulfonamides with aryl halides. A variety of functionalized amides and sulfonamides were coupled with different substituted aryl halides to afford the corresponding N‐arylated products in good to excellent yields (up to 97 %).
An efficient method using a bimetallic MnF2/CuI catalyst in combination with trans‐1,2‐diaminocyclohexane as the ligand has been developed for the cross‐coupling of benzamides and sulfonamides with differently substituted aryl iodides in water. The corresponding N‐arylated products were obtained in good to excellent yields (up to 97 %) under the catalytic conditions. |
| doi_str_mv | 10.1002/ejoc.201201218 |
| format | Article |
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An efficient method using a bimetallic MnF2/CuI catalyst in combination with trans‐1,2‐diaminocyclohexane as the ligand has been developed for the cross‐coupling of benzamides and sulfonamides with differently substituted aryl iodides in water. The corresponding N‐arylated products were obtained in good to excellent yields (up to 97 %) under the catalytic conditions.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201201218</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Amides ; Copper ; Cross-coupling ; Manganese ; N-Arylation ; Sulfonamides</subject><ispartof>European journal of organic chemistry, 2013-01, Vol.2013 (3), p.515-524</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4218-228a388700d1c2d26d5565eaf970815a9f27352afd41e9a4a108428b5b11406a3</citedby><cites>FETCH-LOGICAL-c4218-228a388700d1c2d26d5565eaf970815a9f27352afd41e9a4a108428b5b11406a3</cites></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.201201218$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201201218$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Teo, Yong-Chua</creatorcontrib><creatorcontrib>Yong, Fui-Fong</creatorcontrib><creatorcontrib>Ithnin, Idzham Khalid</creatorcontrib><creatorcontrib>Yio, Siew-Hui Trionna</creatorcontrib><creatorcontrib>Lin, Zhiyin</creatorcontrib><title>Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>An efficient and mild method using a bimetallic MnF2/CuI catalyst at 60 °C in water was developed for the N‐arylation of amides and sulfonamides with aryl halides. A variety of functionalized amides and sulfonamides were coupled with different substituted aryl halides to afford the corresponding N‐arylated products in good to excellent yields (up to 97 %).
An efficient method using a bimetallic MnF2/CuI catalyst in combination with trans‐1,2‐diaminocyclohexane as the ligand has been developed for the cross‐coupling of benzamides and sulfonamides with differently substituted aryl iodides in water. The corresponding N‐arylated products were obtained in good to excellent yields (up to 97 %) under the catalytic conditions.</description><subject>Amides</subject><subject>Copper</subject><subject>Cross-coupling</subject><subject>Manganese</subject><subject>N-Arylation</subject><subject>Sulfonamides</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqFkMtLAzEQxhdR8Hn1HPC87ST7So51re_qQUVvYdwkkrpNarJF-9-7ZUW8CQMzDN_vG-ZLkmMKIwrAxnrumxEDuinKt5I9CkKkUArY7uc8y1MqspfdZD_GOQCIsqR7ydfUGNtY7ToyQ_eGTkc9rv1yqQM5tQvdYdvahtTYD-vYEeMDuUsnYd1iZ70j3pDJwiodCTpFHlat8Q6HxZNTvcnMtorU3im70UdiHXnGTofDZMdgG_XRTz9Ins6nj_Vlent_cVVPbtMm779IGeOYcV4BKNowxUpVFGWh0YgKOC1QGFZlBUOjcqoF5kiB54y_Fq-U5lBidpCcDL7L4D9WOnZy7lfB9SclZSWv8gI49KrRoGqCjzFoI5fBLjCsJQW5SVdu0pW_6faAGIBP2-r1P2o5vb6v_7LpwNrY6a9fFsO7LKusKuTz3YWEh9kZVGeX8ib7Bl0yjOc</recordid><startdate>201301</startdate><enddate>201301</enddate><creator>Teo, Yong-Chua</creator><creator>Yong, Fui-Fong</creator><creator>Ithnin, Idzham Khalid</creator><creator>Yio, Siew-Hui Trionna</creator><creator>Lin, Zhiyin</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201301</creationdate><title>Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water</title><author>Teo, Yong-Chua ; Yong, Fui-Fong ; Ithnin, Idzham Khalid ; Yio, Siew-Hui Trionna ; Lin, Zhiyin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4218-228a388700d1c2d26d5565eaf970815a9f27352afd41e9a4a108428b5b11406a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Amides</topic><topic>Copper</topic><topic>Cross-coupling</topic><topic>Manganese</topic><topic>N-Arylation</topic><topic>Sulfonamides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Teo, Yong-Chua</creatorcontrib><creatorcontrib>Yong, Fui-Fong</creatorcontrib><creatorcontrib>Ithnin, Idzham Khalid</creatorcontrib><creatorcontrib>Yio, Siew-Hui Trionna</creatorcontrib><creatorcontrib>Lin, Zhiyin</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Teo, Yong-Chua</au><au>Yong, Fui-Fong</au><au>Ithnin, Idzham Khalid</au><au>Yio, Siew-Hui Trionna</au><au>Lin, Zhiyin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2013-01</date><risdate>2013</risdate><volume>2013</volume><issue>3</issue><spage>515</spage><epage>524</epage><pages>515-524</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>An efficient and mild method using a bimetallic MnF2/CuI catalyst at 60 °C in water was developed for the N‐arylation of amides and sulfonamides with aryl halides. A variety of functionalized amides and sulfonamides were coupled with different substituted aryl halides to afford the corresponding N‐arylated products in good to excellent yields (up to 97 %).
An efficient method using a bimetallic MnF2/CuI catalyst in combination with trans‐1,2‐diaminocyclohexane as the ligand has been developed for the cross‐coupling of benzamides and sulfonamides with differently substituted aryl iodides in water. The corresponding N‐arylated products were obtained in good to excellent yields (up to 97 %) under the catalytic conditions.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201201218</doi><tpages>10</tpages></addata></record> |
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| ispartof | European journal of organic chemistry, 2013-01, Vol.2013 (3), p.515-524 |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Amides Copper Cross-coupling Manganese N-Arylation Sulfonamides |
| title | Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water |
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