First synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5- c]pyridine
The 2,2-difluorobenzodioxole moiety has been proposed in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5- c]pyridine, a 5-aza-d...
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| Veröffentlicht in: | Tetrahedron letters 2010-12, Vol.51 (51), p.6783-6785 |
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| creator | Catalani, Maria Pia Paio, Alfredo Perugini, Lorenzo |
| description | The 2,2-difluorobenzodioxole moiety has been proposed in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-
c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions.
The 2,2-difluorobenzodioxole moiety has been introduced in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-
c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions. |
| doi_str_mv | 10.1016/j.tetlet.2010.10.119 |
| format | Article |
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c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions.
The 2,2-difluorobenzodioxole moiety has been introduced in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-
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c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions.
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c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions.</description><subject>2,2-Difluoro-5-azabenzodioxole</subject><subject>2,2-Difluorobenzodioxole</subject><subject>Benzodioxole</subject><subject>Chlorine</subject><subject>Cross coupling</subject><subject>Derivatives</subject><subject>Fragmentation</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp9UE1LAzEUDKJgrf4DD3v00KzJJvuRiyDVqlDwoqdSwiZ5oSnbTU1Ssf_ebevZd3nMMDMwg9AtJTkltLpf5wlSBykvyJHKKRVnaESbmmFWNvQcjQjhBHPCxCW6inFNhqsaMkJPMxdiyuK-TyuILmbeZhzrVeeDx8WkwMbZbjeABZ2wpXH-x3ew4JMSZ3q53QdnXA_X6MK2XYSbvz9Gn7Pnj-krnr-_vE0f51gzJhI22hbQGmYGpFXTKgFWqIaUQvFa05bbprCVKYAroYilvDREEUMaUdbKaM7G6O6Uuw3-awcxyY2LGrqu7cHvoqQ151VdlVU9SPlJqoOPMYCV2-A2bdhLSuRhNLmWp9HkYbQjS8VgezjZYKjx7SDIqB30GowLoJM03v0f8AtMOnbw</recordid><startdate>20101222</startdate><enddate>20101222</enddate><creator>Catalani, Maria Pia</creator><creator>Paio, Alfredo</creator><creator>Perugini, Lorenzo</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></search><sort><creationdate>20101222</creationdate><title>First synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5- c]pyridine</title><author>Catalani, Maria Pia ; Paio, Alfredo ; Perugini, Lorenzo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c339t-dcf2ead3d339cb8ab9ef9b8059b47c1a4f82f6d2e4b9b0f145d0b0d08957bdc43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>2,2-Difluoro-5-azabenzodioxole</topic><topic>2,2-Difluorobenzodioxole</topic><topic>Benzodioxole</topic><topic>Chlorine</topic><topic>Cross coupling</topic><topic>Derivatives</topic><topic>Fragmentation</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Catalani, Maria Pia</creatorcontrib><creatorcontrib>Paio, Alfredo</creatorcontrib><creatorcontrib>Perugini, Lorenzo</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>Catalani, Maria Pia</au><au>Paio, Alfredo</au><au>Perugini, Lorenzo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>First synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5- c]pyridine</atitle><jtitle>Tetrahedron letters</jtitle><date>2010-12-22</date><risdate>2010</risdate><volume>51</volume><issue>51</issue><spage>6783</spage><epage>6785</epage><pages>6783-6785</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>The 2,2-difluorobenzodioxole moiety has been proposed in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-
c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions.
The 2,2-difluorobenzodioxole moiety has been introduced in medicinal chemistry research as a potential metabolically more stable derivative of the benzodioxole fragment. Herein we present, to the best of our knowledge, the first synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-
c]pyridine, a 5-aza-derivative of the 2,2-difluorobenzodioxole, from simple and cheap starting materials. The chlorine atom in position 4 could be useful for further functionalisation by cross coupling reactions.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2010.10.119</doi><tpages>3</tpages></addata></record> |
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| ispartof | Tetrahedron letters, 2010-12, Vol.51 (51), p.6783-6785 |
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| language | eng |
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| source | Elsevier ScienceDirect Journals |
| subjects | 2,2-Difluoro-5-azabenzodioxole 2,2-Difluorobenzodioxole Benzodioxole Chlorine Cross coupling Derivatives Fragmentation Synthesis (chemistry) Tetrahedrons |
| title | First synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5- c]pyridine |
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