Hypervalent Iodine‐Mediated Alkyne Functionalization: Facile Access to Trifluoromethyl‐ and Pentafluoroethyl‐Substituted Thiazoles
The use of hypervalent iodine with Lewis acid provided alkyne trifluoromethylation and pentafluoroethylation to access trifluoro‐and pentafluoro‐substituted thiazoles. This simple and efficient method is compatible with a broad range of aryl‐ and alkyl‐substituted thiourea starting materials. Additi...
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| Veröffentlicht in: | Asian journal of organic chemistry 2023-11, Vol.12 (11), p.n/a |
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| container_title | Asian journal of organic chemistry |
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| creator | Kwak, Yoonna Choi, Ye Rin Yu, Jaeni Choi, Sungwook Hong, Ki Bum |
| description | The use of hypervalent iodine with Lewis acid provided alkyne trifluoromethylation and pentafluoroethylation to access trifluoro‐and pentafluoro‐substituted thiazoles. This simple and efficient method is compatible with a broad range of aryl‐ and alkyl‐substituted thiourea starting materials. Additionally, a gram‐scale reaction proves the practicality of this transformation.
The use of hypervalent iodine with Lewis acid provided alkyne trifluoromethylation and pentafluoroethylation to access trifluoro‐and pentafluoro‐substituted thiazoles. |
| doi_str_mv | 10.1002/ajoc.202300235 |
| format | Article |
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The use of hypervalent iodine with Lewis acid provided alkyne trifluoromethylation and pentafluoroethylation to access trifluoro‐and pentafluoro‐substituted thiazoles.</description><subject>alkyne difunctionalization</subject><subject>Alkynes</subject><subject>copper catalysis</subject><subject>Iodine</subject><subject>Lewis acid</subject><subject>Organic chemistry</subject><subject>Substitutes</subject><subject>thiazole synthesis</subject><subject>thio-pentafluoroethylation</subject><subject>thio-trifluoromethylation</subject><issn>2193-5807</issn><issn>2193-5815</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFUD1PwzAUjBBIVKUrsyXmFDuOY4ctqigtKioS2SPHdlSXNC52AkonRkZ-I7-ERIEy8pb3dXdP7zzvEsEpgjC45lsjpgEMcNdgcuKNAhRjnzBETo81pOfexLkt7ILSGAXxyPtYtHtlX3mpqhosjdSV-nr_fFBS81pJkJTPbaXAvKlErU3FS33gfXED5lzoUoFECOUcqA1IrS7KxlizU_WmLTsVwCsJHjthPix-509N7mpdN_2BdKP5wZTKXXhnBS-dmvzksZfOb9PZwl-t75azZOULjALiF6ggOOa5kJDmeRGFIpKMkJhJRjkKC4GwyHPCIx4iypRAVPGcsEhKBUMm8Ni7GmT31rw0ytXZ1jS2e8xlAYsDhgmluENNB5Swxjmrimxv9Y7bNkMw6_3Oer-zo98dIR4Ib50p7T_oLLlfz_6438s2izg</recordid><startdate>202311</startdate><enddate>202311</enddate><creator>Kwak, Yoonna</creator><creator>Choi, Ye Rin</creator><creator>Yu, Jaeni</creator><creator>Choi, Sungwook</creator><creator>Hong, Ki Bum</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-4853-2263</orcidid></search><sort><creationdate>202311</creationdate><title>Hypervalent Iodine‐Mediated Alkyne Functionalization: Facile Access to Trifluoromethyl‐ and Pentafluoroethyl‐Substituted Thiazoles</title><author>Kwak, Yoonna ; Choi, Ye Rin ; Yu, Jaeni ; Choi, Sungwook ; Hong, Ki Bum</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3125-f1f539abcd07bbf64c6d85598d87a14fc13cbb5a6a4178ec17eab586dde048c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>alkyne difunctionalization</topic><topic>Alkynes</topic><topic>copper catalysis</topic><topic>Iodine</topic><topic>Lewis acid</topic><topic>Organic chemistry</topic><topic>Substitutes</topic><topic>thiazole synthesis</topic><topic>thio-pentafluoroethylation</topic><topic>thio-trifluoromethylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kwak, Yoonna</creatorcontrib><creatorcontrib>Choi, Ye Rin</creatorcontrib><creatorcontrib>Yu, Jaeni</creatorcontrib><creatorcontrib>Choi, Sungwook</creatorcontrib><creatorcontrib>Hong, Ki Bum</creatorcontrib><collection>CrossRef</collection><jtitle>Asian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kwak, Yoonna</au><au>Choi, Ye Rin</au><au>Yu, Jaeni</au><au>Choi, Sungwook</au><au>Hong, Ki Bum</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hypervalent Iodine‐Mediated Alkyne Functionalization: Facile Access to Trifluoromethyl‐ and Pentafluoroethyl‐Substituted Thiazoles</atitle><jtitle>Asian journal of organic chemistry</jtitle><date>2023-11</date><risdate>2023</risdate><volume>12</volume><issue>11</issue><epage>n/a</epage><issn>2193-5807</issn><eissn>2193-5815</eissn><abstract>The use of hypervalent iodine with Lewis acid provided alkyne trifluoromethylation and pentafluoroethylation to access trifluoro‐and pentafluoro‐substituted thiazoles. This simple and efficient method is compatible with a broad range of aryl‐ and alkyl‐substituted thiourea starting materials. Additionally, a gram‐scale reaction proves the practicality of this transformation.
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| subjects | alkyne difunctionalization Alkynes copper catalysis Iodine Lewis acid Organic chemistry Substitutes thiazole synthesis thio-pentafluoroethylation thio-trifluoromethylation |
| title | Hypervalent Iodine‐Mediated Alkyne Functionalization: Facile Access to Trifluoromethyl‐ and Pentafluoroethyl‐Substituted Thiazoles |
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