Gold-catalyzed synthesis of 1-isochromene-4-carbaldehydes oxidative cascade cyclization
An efficient gold-catalyzed formation of indenylidene-derived 1 H -isochromene-4-carbaldehydes from substituted 1,5,10-triyne- O -silanes was developed under mild reaction conditions. In this reaction, gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition and then 5- endo-dig cycl...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2021-04, Vol.19 (16), p.3634-3643 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Emmaniel Raju, Chittala Kadiyala, Veerabhushanam Sreenivasulu, Gottam Kumar, Perla Bharath Sridhar, Balasubramanian Karunakar, Galla V |
| description | An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed under mild reaction conditions. In this reaction, gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition and then 5-
endo-dig
cyclization took place regioselectively. The indenylidene-derived isochromene-4-carbaldehydes were synthesized in moderate to very good yields
via
the formation of new C-C and C-O bonds in one pot.
An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed
via
selective oxidation, 1,2-migration, nucleophilic addition and regioselective 5-
endo-dig
cyclization. |
| doi_str_mv | 10.1039/d1ob00066g |
| format | Article |
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H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed under mild reaction conditions. In this reaction, gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition and then 5-
endo-dig
cyclization took place regioselectively. The indenylidene-derived isochromene-4-carbaldehydes were synthesized in moderate to very good yields
via
the formation of new C-C and C-O bonds in one pot.
An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed
via
selective oxidation, 1,2-migration, nucleophilic addition and regioselective 5-
endo-dig
cyclization.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d1ob00066g</identifier><ispartof>Organic & biomolecular chemistry, 2021-04, Vol.19 (16), p.3634-3643</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27915,27916</link.rule.ids></links><search><creatorcontrib>Emmaniel Raju, Chittala</creatorcontrib><creatorcontrib>Kadiyala, Veerabhushanam</creatorcontrib><creatorcontrib>Sreenivasulu, Gottam</creatorcontrib><creatorcontrib>Kumar, Perla Bharath</creatorcontrib><creatorcontrib>Sridhar, Balasubramanian</creatorcontrib><creatorcontrib>Karunakar, Galla V</creatorcontrib><title>Gold-catalyzed synthesis of 1-isochromene-4-carbaldehydes oxidative cascade cyclization</title><title>Organic & biomolecular chemistry</title><description>An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed under mild reaction conditions. In this reaction, gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition and then 5-
endo-dig
cyclization took place regioselectively. The indenylidene-derived isochromene-4-carbaldehydes were synthesized in moderate to very good yields
via
the formation of new C-C and C-O bonds in one pot.
An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed
via
selective oxidation, 1,2-migration, nucleophilic addition and regioselective 5-
endo-dig
cyclization.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFjssKwjAURIMoWB8b90J-IHpja0vX4uMDBJclTVIbSRvJLWL8ersQXbo6w8xZDCELDisOcb5W3JUAkKbXAYl4kmUMtnE-_OYNjMkE8QbA8yxNInI5OquYFJ2w4aUVxdB2tUaD1FWUM4NO1t41utUs6TVfCqt0HZTuhadRojMPTaVAKVTPIK159Z1rZ2RUCYt6_uGULA_78-7EPMri7k0jfCh-b-N_-xs3_0QH</recordid><startdate>20210428</startdate><enddate>20210428</enddate><creator>Emmaniel Raju, Chittala</creator><creator>Kadiyala, Veerabhushanam</creator><creator>Sreenivasulu, Gottam</creator><creator>Kumar, Perla Bharath</creator><creator>Sridhar, Balasubramanian</creator><creator>Karunakar, Galla V</creator><scope/></search><sort><creationdate>20210428</creationdate><title>Gold-catalyzed synthesis of 1-isochromene-4-carbaldehydes oxidative cascade cyclization</title><author>Emmaniel Raju, Chittala ; Kadiyala, Veerabhushanam ; Sreenivasulu, Gottam ; Kumar, Perla Bharath ; Sridhar, Balasubramanian ; Karunakar, Galla V</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d1ob00066g3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Emmaniel Raju, Chittala</creatorcontrib><creatorcontrib>Kadiyala, Veerabhushanam</creatorcontrib><creatorcontrib>Sreenivasulu, Gottam</creatorcontrib><creatorcontrib>Kumar, Perla Bharath</creatorcontrib><creatorcontrib>Sridhar, Balasubramanian</creatorcontrib><creatorcontrib>Karunakar, Galla V</creatorcontrib><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Emmaniel Raju, Chittala</au><au>Kadiyala, Veerabhushanam</au><au>Sreenivasulu, Gottam</au><au>Kumar, Perla Bharath</au><au>Sridhar, Balasubramanian</au><au>Karunakar, Galla V</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Gold-catalyzed synthesis of 1-isochromene-4-carbaldehydes oxidative cascade cyclization</atitle><jtitle>Organic & biomolecular chemistry</jtitle><date>2021-04-28</date><risdate>2021</risdate><volume>19</volume><issue>16</issue><spage>3634</spage><epage>3643</epage><pages>3634-3643</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed under mild reaction conditions. In this reaction, gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition and then 5-
endo-dig
cyclization took place regioselectively. The indenylidene-derived isochromene-4-carbaldehydes were synthesized in moderate to very good yields
via
the formation of new C-C and C-O bonds in one pot.
An efficient gold-catalyzed formation of indenylidene-derived 1
H
-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-
O
-silanes was developed
via
selective oxidation, 1,2-migration, nucleophilic addition and regioselective 5-
endo-dig
cyclization.</abstract><doi>10.1039/d1ob00066g</doi><tpages>1</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2021-04, Vol.19 (16), p.3634-3643 |
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| recordid | cdi_rsc_primary_d1ob00066g |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| title | Gold-catalyzed synthesis of 1-isochromene-4-carbaldehydes oxidative cascade cyclization |
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