Transition-metal-free S-N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines
A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines. This protocol which is free of metal, catalyst and iodine involves O 2 oxidative S-N bond formation for the synthesis of various 5-amino-1,2,4-thiadiazole der...
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| Veröffentlicht in: | New journal of chemistry 2019-04, Vol.43 (17), p.6465-6468 |
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| container_issue | 17 |
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| container_title | New journal of chemistry |
| container_volume | 43 |
| creator | Yang, Zan Cao, Ting Liu, Si Li, An Liu, Kun Yang, Tao Zhou, Congshan |
| description | A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines. This protocol which is free of metal, catalyst and iodine involves O
2
oxidative S-N bond formation for the synthesis of various 5-amino-1,2,4-thiadiazole derivatives with excellent to good yields. High regioselectivity, mild reaction conditions, broad substrate scope and good functional group tolerance are the highlights of the report.
A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines. |
| doi_str_mv | 10.1039/c9nj01419e |
| format | Article |
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2
oxidative S-N bond formation for the synthesis of various 5-amino-1,2,4-thiadiazole derivatives with excellent to good yields. High regioselectivity, mild reaction conditions, broad substrate scope and good functional group tolerance are the highlights of the report.
A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/c9nj01419e</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Bonding ; Functional groups ; Iodine ; Regioselectivity ; Substrates ; Thiadiazoles ; Transition metals</subject><ispartof>New journal of chemistry, 2019-04, Vol.43 (17), p.6465-6468</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-c189b97b4e6c55b7c8fb8665e4409d49d8518039e5e151a5b8a7276e7f6b731e3</citedby><cites>FETCH-LOGICAL-c281t-c189b97b4e6c55b7c8fb8665e4409d49d8518039e5e151a5b8a7276e7f6b731e3</cites><orcidid>0000-0002-4211-8766</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Yang, Zan</creatorcontrib><creatorcontrib>Cao, Ting</creatorcontrib><creatorcontrib>Liu, Si</creatorcontrib><creatorcontrib>Li, An</creatorcontrib><creatorcontrib>Liu, Kun</creatorcontrib><creatorcontrib>Yang, Tao</creatorcontrib><creatorcontrib>Zhou, Congshan</creatorcontrib><title>Transition-metal-free S-N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines</title><title>New journal of chemistry</title><description>A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines. This protocol which is free of metal, catalyst and iodine involves O
2
oxidative S-N bond formation for the synthesis of various 5-amino-1,2,4-thiadiazole derivatives with excellent to good yields. High regioselectivity, mild reaction conditions, broad substrate scope and good functional group tolerance are the highlights of the report.
A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines.</description><subject>Bonding</subject><subject>Functional groups</subject><subject>Iodine</subject><subject>Regioselectivity</subject><subject>Substrates</subject><subject>Thiadiazoles</subject><subject>Transition metals</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpFkM1PwzAMxSsEEmNw4Y4UiRtaoG6TNOGGpvGlaRwY5yptHZFpTSDpDuOvJ2MITraef36WX5adQ34NealuWuVWOTBQeJCNoBSKqkLAYeqBMZpzJo6zkxhXeQ5QCRhlcRm0i3aw3tEeB72mJiCSV7ogjXcdMT70eje9JXHrhneMNhJvCKe6t85TmBQTRod3qzurv_waIzHB98RGn0TfbrXTQxJ18kobnXUYT7Mjo9cRz37rOHu7ny2nj3T-8vA0vZvTtpAw0BakalTVMBQt503VStNIITgylquOqU5ykOlp5AgcNG-kropKYGVEU5WA5Ti73Pt-BP-5wTjUK78JLp2siwLKCkTBZaKu9lQbfIwBTf0RbK_Dtoa83oVaT9Xi-SfUWYIv9nCI7R_3H3r5DU-Mc5M</recordid><startdate>20190422</startdate><enddate>20190422</enddate><creator>Yang, Zan</creator><creator>Cao, Ting</creator><creator>Liu, Si</creator><creator>Li, An</creator><creator>Liu, Kun</creator><creator>Yang, Tao</creator><creator>Zhou, Congshan</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0002-4211-8766</orcidid></search><sort><creationdate>20190422</creationdate><title>Transition-metal-free S-N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines</title><author>Yang, Zan ; Cao, Ting ; Liu, Si ; Li, An ; Liu, Kun ; Yang, Tao ; Zhou, Congshan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-c189b97b4e6c55b7c8fb8665e4409d49d8518039e5e151a5b8a7276e7f6b731e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Bonding</topic><topic>Functional groups</topic><topic>Iodine</topic><topic>Regioselectivity</topic><topic>Substrates</topic><topic>Thiadiazoles</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Zan</creatorcontrib><creatorcontrib>Cao, Ting</creatorcontrib><creatorcontrib>Liu, Si</creatorcontrib><creatorcontrib>Li, An</creatorcontrib><creatorcontrib>Liu, Kun</creatorcontrib><creatorcontrib>Yang, Tao</creatorcontrib><creatorcontrib>Zhou, Congshan</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Zan</au><au>Cao, Ting</au><au>Liu, Si</au><au>Li, An</au><au>Liu, Kun</au><au>Yang, Tao</au><au>Zhou, Congshan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Transition-metal-free S-N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines</atitle><jtitle>New journal of chemistry</jtitle><date>2019-04-22</date><risdate>2019</risdate><volume>43</volume><issue>17</issue><spage>6465</spage><epage>6468</epage><pages>6465-6468</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines. This protocol which is free of metal, catalyst and iodine involves O
2
oxidative S-N bond formation for the synthesis of various 5-amino-1,2,4-thiadiazole derivatives with excellent to good yields. High regioselectivity, mild reaction conditions, broad substrate scope and good functional group tolerance are the highlights of the report.
A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9nj01419e</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-4211-8766</orcidid></addata></record> |
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| ispartof | New journal of chemistry, 2019-04, Vol.43 (17), p.6465-6468 |
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| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Bonding Functional groups Iodine Regioselectivity Substrates Thiadiazoles Transition metals |
| title | Transition-metal-free S-N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines |
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