B(C6F5)3‐Catalyzed Reduction of Cyclic N‐Sulfonyl Ketimines
A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive protocol was effective, not only providing the expected cyclic N‐sulfonamides in good...
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| Veröffentlicht in: | European journal of organic chemistry 2019-10, Vol.2019 (38), p.6550-6556 |
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| container_issue | 38 |
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| container_title | European journal of organic chemistry |
| container_volume | 2019 |
| creator | Shi, Lei Bao, Robert Li‐Yuan Zheng, Limin Zhao, Rong |
| description | A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive protocol was effective, not only providing the expected cyclic N‐sulfonamides in good to excellent yields, but also showing good functional‐group tolerance.
A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive method was effective, not only providing the expected cyclic N‐Sulfonamides in good to excellent yields, but also showing good functional‐group tolerance. |
| doi_str_mv | 10.1002/ejoc.201900706 |
| format | Article |
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A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive method was effective, not only providing the expected cyclic N‐Sulfonamides in good to excellent yields, but also showing good functional‐group tolerance.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201900706</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>B(C6F5)3 ; Chemical reduction ; Cooperative catalysis ; Cyclic sulfonamide ; Imines ; Metal‐free ; Reagents ; Reduction ; Reduction (metal working) ; Sulfonamides</subject><ispartof>European journal of organic chemistry, 2019-10, Vol.2019 (38), p.6550-6556</ispartof><rights>2019 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2326-e3877476d87e15cb31611bb73b31ac882b7699b82156921586808f3fb88b3b3b3</citedby><cites>FETCH-LOGICAL-c2326-e3877476d87e15cb31611bb73b31ac882b7699b82156921586808f3fb88b3b3b3</cites><orcidid>0000-0002-6865-1104 ; 0000-0001-6822-1756 ; 0000-0002-8544-4318</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%2Fejoc.201900706$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201900706$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids></links><search><creatorcontrib>Shi, Lei</creatorcontrib><creatorcontrib>Bao, Robert Li‐Yuan</creatorcontrib><creatorcontrib>Zheng, Limin</creatorcontrib><creatorcontrib>Zhao, Rong</creatorcontrib><title>B(C6F5)3‐Catalyzed Reduction of Cyclic N‐Sulfonyl Ketimines</title><title>European journal of organic chemistry</title><description>A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive protocol was effective, not only providing the expected cyclic N‐sulfonamides in good to excellent yields, but also showing good functional‐group tolerance.
A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive method was effective, not only providing the expected cyclic N‐Sulfonamides in good to excellent yields, but also showing good functional‐group tolerance.</description><subject>B(C6F5)3</subject><subject>Chemical reduction</subject><subject>Cooperative catalysis</subject><subject>Cyclic sulfonamide</subject><subject>Imines</subject><subject>Metal‐free</subject><subject>Reagents</subject><subject>Reduction</subject><subject>Reduction (metal working)</subject><subject>Sulfonamides</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkEtLw0AUhQdRsFa3rgNudJF4Z6aZx0o0tL6KBR_gbshMJ5CSZmomocSVP8Hf6C9xSkWXcuHes_jOPXAQOsaQYABybhfOJASwBODAdtAAg5QxMAm7QY_oKMaSvu6jA-8XACAZwwN0cXWasUl6Rr8-PrO8zav-3c6jRzvvTFu6OnJFlPWmKk30EIinripc3VfRvW3LZVlbf4j2irzy9ujnDtHLZPyc3cTT2fVtdjmNDaGExZYKzkeczQW3ODWaYoax1pwGlRshiOZMSi0ITpkMSzABoqCFFkLTzQzRyfbvqnFvnfWtWriuqUOkIhQYwcBSEahkS5nGed_YQq2acpk3vcKgNiWpTUnqt6RgkFvDuqxs_w-txnez7M_7DVaqafI</recordid><startdate>20191017</startdate><enddate>20191017</enddate><creator>Shi, Lei</creator><creator>Bao, Robert Li‐Yuan</creator><creator>Zheng, Limin</creator><creator>Zhao, Rong</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-6865-1104</orcidid><orcidid>https://orcid.org/0000-0001-6822-1756</orcidid><orcidid>https://orcid.org/0000-0002-8544-4318</orcidid></search><sort><creationdate>20191017</creationdate><title>B(C6F5)3‐Catalyzed Reduction of Cyclic N‐Sulfonyl Ketimines</title><author>Shi, Lei ; Bao, Robert Li‐Yuan ; Zheng, Limin ; Zhao, Rong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2326-e3877476d87e15cb31611bb73b31ac882b7699b82156921586808f3fb88b3b3b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>B(C6F5)3</topic><topic>Chemical reduction</topic><topic>Cooperative catalysis</topic><topic>Cyclic sulfonamide</topic><topic>Imines</topic><topic>Metal‐free</topic><topic>Reagents</topic><topic>Reduction</topic><topic>Reduction (metal working)</topic><topic>Sulfonamides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shi, Lei</creatorcontrib><creatorcontrib>Bao, Robert Li‐Yuan</creatorcontrib><creatorcontrib>Zheng, Limin</creatorcontrib><creatorcontrib>Zhao, Rong</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shi, Lei</au><au>Bao, Robert Li‐Yuan</au><au>Zheng, Limin</au><au>Zhao, Rong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>B(C6F5)3‐Catalyzed Reduction of Cyclic N‐Sulfonyl Ketimines</atitle><jtitle>European journal of organic chemistry</jtitle><date>2019-10-17</date><risdate>2019</risdate><volume>2019</volume><issue>38</issue><spage>6550</spage><epage>6556</epage><pages>6550-6556</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive protocol was effective, not only providing the expected cyclic N‐sulfonamides in good to excellent yields, but also showing good functional‐group tolerance.
A metal‐free method for reduction of cyclic N‐sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive method was effective, not only providing the expected cyclic N‐Sulfonamides in good to excellent yields, but also showing good functional‐group tolerance.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejoc.201900706</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-6865-1104</orcidid><orcidid>https://orcid.org/0000-0001-6822-1756</orcidid><orcidid>https://orcid.org/0000-0002-8544-4318</orcidid></addata></record> |
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| ispartof | European journal of organic chemistry, 2019-10, Vol.2019 (38), p.6550-6556 |
| issn | 1434-193X 1099-0690 |
| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | B(C6F5)3 Chemical reduction Cooperative catalysis Cyclic sulfonamide Imines Metal‐free Reagents Reduction Reduction (metal working) Sulfonamides |
| title | B(C6F5)3‐Catalyzed Reduction of Cyclic N‐Sulfonyl Ketimines |
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