Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs
A new concise, facile method for synthesis of isoflavones was accomplished in moderate to good yields for 3-iodochromones or 3-bromochromones and arylzinc bromides via Negishi cross-coupling reaction catalyzed by NiCl 2 / PPh 3 or NiCl 2 ( PPh 3 ) 2 at room temperature. The Isoflavone core was synth...
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| Veröffentlicht in: | Molecular diversity 2014-05, Vol.18 (2), p.245-251 |
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| container_title | Molecular diversity |
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| creator | Zhang, Zunting Qiao, Jinfeng Wang, Ding Han, Ling Ding, Ru |
| description | A new concise, facile method for synthesis of isoflavones was accomplished in moderate to good yields for 3-iodochromones or 3-bromochromones and arylzinc bromides via Negishi cross-coupling reaction catalyzed by
NiCl
2
/
PPh
3
or
NiCl
2
(
PPh
3
)
2
at room temperature. The Isoflavone core was synthesized in four steps in good yield, starting from commercially available 2-hydroxyacetophenone and aromatic bromide. Three steps of the procedure were carried out at room temperature. |
| doi_str_mv | 10.1007/s11030-013-9495-1 |
| format | Article |
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NiCl
2
/
PPh
3
or
NiCl
2
(
PPh
3
)
2
at room temperature. The Isoflavone core was synthesized in four steps in good yield, starting from commercially available 2-hydroxyacetophenone and aromatic bromide. Three steps of the procedure were carried out at room temperature.</description><identifier>ISSN: 1381-1991</identifier><identifier>EISSN: 1573-501X</identifier><identifier>DOI: 10.1007/s11030-013-9495-1</identifier><identifier>PMID: 24474634</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Biochemistry ; Biomedical and Life Sciences ; Catalysis ; Catalysts ; Chemical engineering ; Chemical synthesis ; Chemistry Techniques, Synthetic ; Chromones - chemistry ; Full-Length Paper ; Isoflavones - chemical synthesis ; Life Sciences ; Molecular chemistry ; Natural products ; Nickel - chemistry ; Organic Chemistry ; Organometallic Compounds - chemistry ; Pharmacy ; Polymer Sciences ; Temperature ; Zinc - chemistry</subject><ispartof>Molecular diversity, 2014-05, Vol.18 (2), p.245-251</ispartof><rights>Springer Science+Business Media Dordrecht 2014</rights><rights>Springer International Publishing Switzerland 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c372t-ddde241f1cff6a1f0d130ea25e0ddb5342937499b3d16acf95825c2f260843233</citedby><cites>FETCH-LOGICAL-c372t-ddde241f1cff6a1f0d130ea25e0ddb5342937499b3d16acf95825c2f260843233</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11030-013-9495-1$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11030-013-9495-1$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,777,781,27905,27906,41469,42538,51300</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24474634$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Zunting</creatorcontrib><creatorcontrib>Qiao, Jinfeng</creatorcontrib><creatorcontrib>Wang, Ding</creatorcontrib><creatorcontrib>Han, Ling</creatorcontrib><creatorcontrib>Ding, Ru</creatorcontrib><title>Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs</title><title>Molecular diversity</title><addtitle>Mol Divers</addtitle><addtitle>Mol Divers</addtitle><description>A new concise, facile method for synthesis of isoflavones was accomplished in moderate to good yields for 3-iodochromones or 3-bromochromones and arylzinc bromides via Negishi cross-coupling reaction catalyzed by
NiCl
2
/
PPh
3
or
NiCl
2
(
PPh
3
)
2
at room temperature. The Isoflavone core was synthesized in four steps in good yield, starting from commercially available 2-hydroxyacetophenone and aromatic bromide. Three steps of the procedure were carried out at room temperature.</description><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical engineering</subject><subject>Chemical synthesis</subject><subject>Chemistry Techniques, Synthetic</subject><subject>Chromones - chemistry</subject><subject>Full-Length Paper</subject><subject>Isoflavones - chemical synthesis</subject><subject>Life Sciences</subject><subject>Molecular chemistry</subject><subject>Natural products</subject><subject>Nickel - chemistry</subject><subject>Organic Chemistry</subject><subject>Organometallic Compounds - chemistry</subject><subject>Pharmacy</subject><subject>Polymer Sciences</subject><subject>Temperature</subject><subject>Zinc - chemistry</subject><issn>1381-1991</issn><issn>1573-501X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp1kU9v1DAQxS0EomXhA3BBkbiUg6nH4ySbI6r4J1XqgSJxsxx73HVJ4sVOWm0_Pd5uQagSp7E0v_fGM4-x1yDegxDtaQYQKLgA5J3qag5P2DHULfJawI-n5Y1r4NB1cMRe5HwtRFEBPmdHUqlWNaiO2c233TRvKIdcRV-FHP1gbuJEuep3VYpx5DONW0pmXhJVU7A_aeDWzGbY3ZGrbIo5cxuX7RCmq3sP5CG6eNKnOMZ3drMve7vbMG8qk3bDXZhsfsmeeTNkevVQV-z7p4-XZ1_4-cXnr2cfzrnFVs7cOUdSgQfrfWPACwcoyMiahHN9jUp22Kqu69FBY6zv6rWsrfSyEWuFEnHFTg6-2xR_LZRnPYZsaRjMRHHJGmoUKAVCU9C3j9DruKSp_K5QIGGtVLn2isGBut88kdfbFMaylwah96HoQyi6HFrvQ9FQNG8enJd-JPdX8SeFAsgDkEtruqL0z-j_uv4GBWCYzg</recordid><startdate>20140501</startdate><enddate>20140501</enddate><creator>Zhang, Zunting</creator><creator>Qiao, Jinfeng</creator><creator>Wang, Ding</creator><creator>Han, Ling</creator><creator>Ding, Ru</creator><general>Springer International Publishing</general><general>Springer Nature B.V</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>88I</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope></search><sort><creationdate>20140501</creationdate><title>Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs</title><author>Zhang, Zunting ; Qiao, Jinfeng ; Wang, Ding ; Han, Ling ; Ding, Ru</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c372t-ddde241f1cff6a1f0d130ea25e0ddb5342937499b3d16acf95825c2f260843233</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical engineering</topic><topic>Chemical synthesis</topic><topic>Chemistry Techniques, Synthetic</topic><topic>Chromones - chemistry</topic><topic>Full-Length Paper</topic><topic>Isoflavones - chemical synthesis</topic><topic>Life Sciences</topic><topic>Molecular chemistry</topic><topic>Natural products</topic><topic>Nickel - chemistry</topic><topic>Organic Chemistry</topic><topic>Organometallic Compounds - chemistry</topic><topic>Pharmacy</topic><topic>Polymer Sciences</topic><topic>Temperature</topic><topic>Zinc - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Zunting</creatorcontrib><creatorcontrib>Qiao, Jinfeng</creatorcontrib><creatorcontrib>Wang, Ding</creatorcontrib><creatorcontrib>Han, Ling</creatorcontrib><creatorcontrib>Ding, Ru</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>Molecular diversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Zunting</au><au>Qiao, Jinfeng</au><au>Wang, Ding</au><au>Han, Ling</au><au>Ding, Ru</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs</atitle><jtitle>Molecular diversity</jtitle><stitle>Mol Divers</stitle><addtitle>Mol Divers</addtitle><date>2014-05-01</date><risdate>2014</risdate><volume>18</volume><issue>2</issue><spage>245</spage><epage>251</epage><pages>245-251</pages><issn>1381-1991</issn><eissn>1573-501X</eissn><abstract>A new concise, facile method for synthesis of isoflavones was accomplished in moderate to good yields for 3-iodochromones or 3-bromochromones and arylzinc bromides via Negishi cross-coupling reaction catalyzed by
NiCl
2
/
PPh
3
or
NiCl
2
(
PPh
3
)
2
at room temperature. The Isoflavone core was synthesized in four steps in good yield, starting from commercially available 2-hydroxyacetophenone and aromatic bromide. Three steps of the procedure were carried out at room temperature.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><pmid>24474634</pmid><doi>10.1007/s11030-013-9495-1</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1381-1991 |
| ispartof | Molecular diversity, 2014-05, Vol.18 (2), p.245-251 |
| issn | 1381-1991 1573-501X |
| language | eng |
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| source | MEDLINE; SpringerLink Journals |
| subjects | Biochemistry Biomedical and Life Sciences Catalysis Catalysts Chemical engineering Chemical synthesis Chemistry Techniques, Synthetic Chromones - chemistry Full-Length Paper Isoflavones - chemical synthesis Life Sciences Molecular chemistry Natural products Nickel - chemistry Organic Chemistry Organometallic Compounds - chemistry Pharmacy Polymer Sciences Temperature Zinc - chemistry |
| title | Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs |
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