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Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds one-pot cascade reactions
Skeletally diverse and complex aza-cyclopenta( cd )diindene, pyrrolo(3,4- d )pyridine-13-carboxamide, and furo-pyrrolo(1,2- a )imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3- b )furan core have been accessed via one-pot three-component reaction by exploiting the build...
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| Published in: | Organic & biomolecular chemistry 2020-04, Vol.18 (16), p.382-392 |
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| Main Authors: | , |
| Format: | Article |
| Language: | English |
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| container_end_page | 392 |
| container_issue | 16 |
| container_start_page | 382 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 18 |
| creator | Palanivel, Lakshmanan Gnanasambandam, Vasuki |
| description | Skeletally diverse and complex aza-cyclopenta(
cd
)diindene, pyrrolo(3,4-
d
)pyridine-13-carboxamide, and furo-pyrrolo(1,2-
a
)imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3-
b
)furan core have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis (DOS). This protocol is metal free, has a good substrate scope and affords products with good to excellent yields and regio- and chemo-selectivity. The heterocyclic skeletons obtained in this study mimic natural products such as eupolauramine, gracilamine and presilphiperfolanol.
Skeletally diverse and complex polyheterocyclic hybrid scaffolds have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis. |
| doi_str_mv | 10.1039/d0ob00368a |
| format | article |
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cd
)diindene, pyrrolo(3,4-
d
)pyridine-13-carboxamide, and furo-pyrrolo(1,2-
a
)imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3-
b
)furan core have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis (DOS). This protocol is metal free, has a good substrate scope and affords products with good to excellent yields and regio- and chemo-selectivity. The heterocyclic skeletons obtained in this study mimic natural products such as eupolauramine, gracilamine and presilphiperfolanol.
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via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d0ob00368a</identifier><language>eng</language><ispartof>Organic & biomolecular chemistry, 2020-04, Vol.18 (16), p.382-392</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>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Palanivel, Lakshmanan</creatorcontrib><creatorcontrib>Gnanasambandam, Vasuki</creatorcontrib><title>Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds one-pot cascade reactions</title><title>Organic & biomolecular chemistry</title><description>Skeletally diverse and complex aza-cyclopenta(
cd
)diindene, pyrrolo(3,4-
d
)pyridine-13-carboxamide, and furo-pyrrolo(1,2-
a
)imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3-
b
)furan core have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis (DOS). This protocol is metal free, has a good substrate scope and affords products with good to excellent yields and regio- and chemo-selectivity. The heterocyclic skeletons obtained in this study mimic natural products such as eupolauramine, gracilamine and presilphiperfolanol.
Skeletally diverse and complex polyheterocyclic hybrid scaffolds have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFkE1LAzEQhoMoWD8u3oXxpodo1q2t9doqXkRQ70tMZruRbCZksoX9d_605iD1pqd5eR54eRkhzip1Xal6cWMVfSpVz-71nphU0_lcqrt6sb_Lt-pQHDF_KVUt5rPpRHyv3AYTuzwCJYcho4V-8NlJQ32kUAgk1CY7CnC5en2XL8u3K9AxJtKmg0ygjUFmCDoPSXsowg4mgw7a03pAfigFa0eyEAumw54ko8dSuUHgMeQO2TFQC5H82GHGRGY03hlgo9uWvC02oIyUwejCLO428Yk4aLVnPP25x-L86fFj-SwTmyYm1-s0Nr9vqf_3F3_5Jtq23gKhOna4</recordid><startdate>20200429</startdate><enddate>20200429</enddate><creator>Palanivel, Lakshmanan</creator><creator>Gnanasambandam, Vasuki</creator><scope/></search><sort><creationdate>20200429</creationdate><title>Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds one-pot cascade reactions</title><author>Palanivel, Lakshmanan ; Gnanasambandam, Vasuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d0ob00368a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Palanivel, Lakshmanan</creatorcontrib><creatorcontrib>Gnanasambandam, Vasuki</creatorcontrib><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Palanivel, Lakshmanan</au><au>Gnanasambandam, Vasuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds one-pot cascade reactions</atitle><jtitle>Organic & biomolecular chemistry</jtitle><date>2020-04-29</date><risdate>2020</risdate><volume>18</volume><issue>16</issue><spage>382</spage><epage>392</epage><pages>382-392</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Skeletally diverse and complex aza-cyclopenta(
cd
)diindene, pyrrolo(3,4-
d
)pyridine-13-carboxamide, and furo-pyrrolo(1,2-
a
)imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3-
b
)furan core have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis (DOS). This protocol is metal free, has a good substrate scope and affords products with good to excellent yields and regio- and chemo-selectivity. The heterocyclic skeletons obtained in this study mimic natural products such as eupolauramine, gracilamine and presilphiperfolanol.
Skeletally diverse and complex polyheterocyclic hybrid scaffolds have been accessed
via
one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis.</abstract><doi>10.1039/d0ob00368a</doi><tpages>11</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2020-04, Vol.18 (16), p.382-392 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_rsc_primary_d0ob00368a |
| source | Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list) |
| title | Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds one-pot cascade reactions |
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