Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine
[Display omitted] The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity...
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| Veröffentlicht in: | Tetrahedron letters 2014-12, Vol.55 (49), p.6715-6717 |
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| creator | DeGrote, Jami Tyndall, Stephen Wong, Koon Fai VanAlstine-Parris, Melissa |
| description | [Display omitted]
The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity. A key intermediate as well as several iodo byproducts were isolated. |
| doi_str_mv | 10.1016/j.tetlet.2014.10.025 |
| format | Article |
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The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity. A key intermediate as well as several iodo byproducts were isolated.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2014.10.025</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>4-Trifluoromethylcoumarin ; Byproducts ; Coumarin ; Derivatives ; Fluorescent ; Formations ; Iodine ; Molecular iodine ; Purity ; Synthesis (chemistry) ; Tetrahedrons ; von Pechmann condensation</subject><ispartof>Tetrahedron letters, 2014-12, Vol.55 (49), p.6715-6717</ispartof><rights>2014 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c409t-55b3b0f7722187b13979de5516ab1a44f9c49a478f2a18faeb08a25c62e2c3e23</citedby><cites>FETCH-LOGICAL-c409t-55b3b0f7722187b13979de5516ab1a44f9c49a478f2a18faeb08a25c62e2c3e23</cites><orcidid>0000-0001-5209-9282</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2014.10.025$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids></links><search><creatorcontrib>DeGrote, Jami</creatorcontrib><creatorcontrib>Tyndall, Stephen</creatorcontrib><creatorcontrib>Wong, Koon Fai</creatorcontrib><creatorcontrib>VanAlstine-Parris, Melissa</creatorcontrib><title>Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine</title><title>Tetrahedron letters</title><description>[Display omitted]
The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity. A key intermediate as well as several iodo byproducts were isolated.</description><subject>4-Trifluoromethylcoumarin</subject><subject>Byproducts</subject><subject>Coumarin</subject><subject>Derivatives</subject><subject>Fluorescent</subject><subject>Formations</subject><subject>Iodine</subject><subject>Molecular iodine</subject><subject>Purity</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><subject>von Pechmann condensation</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp9kEtLxDAUhYMoOI7-AxdZumlN0vS1EWTwBYKCug5pestkTJsxSQfrrzelrr2bC4dzDpwPoUtKUkpocb1LAwQDIWWE8iilhOVHaEWrMkuyvKLHaEUIJwknWX2KzrzfkXhFRVbIvE1D2ILXHtsOl4k0n_Z7SngSnO7MaJ3tIWwno-zYS6cHjw9a4pjABzvgV1DbXg4DdiBV0FFRMkgz_UCLmwn31oAajXRY21YPcI5OOmk8XPz9Nfq4v3vfPCbPLw9Pm9vnRHFShyTPm6whXVkyFic0NKvLuoU8p4VsqOS8qxWvJS-rjkladRIaUkmWq4IBUxmwbI2ult69s18j-CB67RUYIwewoxe05LyoaUZnK1-sylnvHXRi73RcOglKxAxX7MQCV8xwZzXCjbGbJQZxxkGDE15pGBS02oEKorX6_4JfsJ6Gtg</recordid><startdate>20141203</startdate><enddate>20141203</enddate><creator>DeGrote, Jami</creator><creator>Tyndall, Stephen</creator><creator>Wong, Koon Fai</creator><creator>VanAlstine-Parris, Melissa</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-5209-9282</orcidid></search><sort><creationdate>20141203</creationdate><title>Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine</title><author>DeGrote, Jami ; Tyndall, Stephen ; Wong, Koon Fai ; VanAlstine-Parris, Melissa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c409t-55b3b0f7722187b13979de5516ab1a44f9c49a478f2a18faeb08a25c62e2c3e23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>4-Trifluoromethylcoumarin</topic><topic>Byproducts</topic><topic>Coumarin</topic><topic>Derivatives</topic><topic>Fluorescent</topic><topic>Formations</topic><topic>Iodine</topic><topic>Molecular iodine</topic><topic>Purity</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><topic>von Pechmann condensation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>DeGrote, Jami</creatorcontrib><creatorcontrib>Tyndall, Stephen</creatorcontrib><creatorcontrib>Wong, Koon Fai</creatorcontrib><creatorcontrib>VanAlstine-Parris, Melissa</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>DeGrote, Jami</au><au>Tyndall, Stephen</au><au>Wong, Koon Fai</au><au>VanAlstine-Parris, Melissa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine</atitle><jtitle>Tetrahedron letters</jtitle><date>2014-12-03</date><risdate>2014</risdate><volume>55</volume><issue>49</issue><spage>6715</spage><epage>6717</epage><pages>6715-6717</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity. A key intermediate as well as several iodo byproducts were isolated.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2014.10.025</doi><tpages>3</tpages><orcidid>https://orcid.org/0000-0001-5209-9282</orcidid></addata></record> |
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| subjects | 4-Trifluoromethylcoumarin Byproducts Coumarin Derivatives Fluorescent Formations Iodine Molecular iodine Purity Synthesis (chemistry) Tetrahedrons von Pechmann condensation |
| title | Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine |
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