Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition
A novel and green Co@g-C3N4 catalyzed visible light driven direct regioselective synthesis of 1H-tetrazoles directly from various aldehydes and sodium azide is reported. Herein, NaN3 not only behaves as a three-nitrogen donor of the tetrazole ring but also it converts aldehyde into isocyanide as a o...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2018, Vol.20 (16), p.3783-3789 |
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| container_issue | 16 |
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| container_title | Green chemistry : an international journal and green chemistry resource : GC |
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| creator | Verma, Fooleswar Sahu, Anjumala Singh, Puneet K Rai, Ankita Singh, Manorama Rai, Vijai K |
| description | A novel and green Co@g-C3N4 catalyzed visible light driven direct regioselective synthesis of 1H-tetrazoles directly from various aldehydes and sodium azide is reported. Herein, NaN3 not only behaves as a three-nitrogen donor of the tetrazole ring but also it converts aldehyde into isocyanide as a one-nitrogen source. The regioselectivity of the product, operational simplicity, ambient reaction conditions, no use of column chromatography for purification, excellent yield of products (84–95%) and recyclability of the catalyst up to five times without any substantial change in the morphology and catalytic efficiency are the salient features of the envisaged protocol. |
| doi_str_mv | 10.1039/c8gc01321g |
| format | Article |
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Herein, NaN3 not only behaves as a three-nitrogen donor of the tetrazole ring but also it converts aldehyde into isocyanide as a one-nitrogen source. The regioselectivity of the product, operational simplicity, ambient reaction conditions, no use of column chromatography for purification, excellent yield of products (84–95%) and recyclability of the catalyst up to five times without any substantial change in the morphology and catalytic efficiency are the salient features of the envisaged protocol.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/c8gc01321g</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Aldehydes ; Carbon nitride ; Catalysis ; Chemical synthesis ; Column chromatography ; Cycloaddition ; Green chemistry ; Morphology ; Nitrogen ; Purification ; Recyclability ; Regioselectivity ; Sodium ; Sodium azide ; Sodium azides ; Tetrazoles</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2018, Vol.20 (16), p.3783-3789</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><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>314,780,784,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>Verma, Fooleswar</creatorcontrib><creatorcontrib>Sahu, Anjumala</creatorcontrib><creatorcontrib>Singh, Puneet K</creatorcontrib><creatorcontrib>Rai, Ankita</creatorcontrib><creatorcontrib>Singh, Manorama</creatorcontrib><creatorcontrib>Rai, Vijai K</creatorcontrib><title>Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>A novel and green Co@g-C3N4 catalyzed visible light driven direct regioselective synthesis of 1H-tetrazoles directly from various aldehydes and sodium azide is reported. 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The regioselectivity of the product, operational simplicity, ambient reaction conditions, no use of column chromatography for purification, excellent yield of products (84–95%) and recyclability of the catalyst up to five times without any substantial change in the morphology and catalytic efficiency are the salient features of the envisaged protocol.</description><subject>Aldehydes</subject><subject>Carbon nitride</subject><subject>Catalysis</subject><subject>Chemical synthesis</subject><subject>Column chromatography</subject><subject>Cycloaddition</subject><subject>Green chemistry</subject><subject>Morphology</subject><subject>Nitrogen</subject><subject>Purification</subject><subject>Recyclability</subject><subject>Regioselectivity</subject><subject>Sodium</subject><subject>Sodium azide</subject><subject>Sodium azides</subject><subject>Tetrazoles</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNo9jc1KxDAYRYMoOI5ufIKAS6nmv-lSBnUEwY26ERnS5EuboTaaZISKD29BcXXvgcO9CJ1SckEJby6t7iyhnNFuDy2oULxqWE32_7tih-go5y0hlNZKLND3c8ihHaAaQtcX7FL4hBEn6ELMMIAtM-M8jaWHHDKOHtN1VaAk8xUHyNin-IbN4KCf3IylT3HX9TjkaCczBgdVazI4_MLxOWav2E52iMa5UEIcj9GBN0OGk79coqeb68fVurp_uL1bXd1XHWOkVEIL0CCJ5E1jPfVcKetN67hvmtpLJbQD6aEFohgTyreGKUk1iFoK2szeEp397r6n-LGDXDbbuEvjfLlhRNdScqo1_wHhwGEX</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Verma, Fooleswar</creator><creator>Sahu, Anjumala</creator><creator>Singh, Puneet K</creator><creator>Rai, Ankita</creator><creator>Singh, Manorama</creator><creator>Rai, Vijai K</creator><general>Royal Society of Chemistry</general><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope></search><sort><creationdate>2018</creationdate><title>Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition</title><author>Verma, Fooleswar ; Sahu, Anjumala ; Singh, Puneet K ; Rai, Ankita ; Singh, Manorama ; Rai, Vijai K</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-g220t-484e8e505399cf1f366cfabd3f997f5648de5febe062246fba26518e475419bd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aldehydes</topic><topic>Carbon nitride</topic><topic>Catalysis</topic><topic>Chemical synthesis</topic><topic>Column chromatography</topic><topic>Cycloaddition</topic><topic>Green chemistry</topic><topic>Morphology</topic><topic>Nitrogen</topic><topic>Purification</topic><topic>Recyclability</topic><topic>Regioselectivity</topic><topic>Sodium</topic><topic>Sodium azide</topic><topic>Sodium azides</topic><topic>Tetrazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Verma, Fooleswar</creatorcontrib><creatorcontrib>Sahu, Anjumala</creatorcontrib><creatorcontrib>Singh, Puneet K</creatorcontrib><creatorcontrib>Rai, Ankita</creatorcontrib><creatorcontrib>Singh, Manorama</creatorcontrib><creatorcontrib>Rai, Vijai K</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Verma, Fooleswar</au><au>Sahu, Anjumala</au><au>Singh, Puneet K</au><au>Rai, Ankita</au><au>Singh, Manorama</au><au>Rai, Vijai K</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2018</date><risdate>2018</risdate><volume>20</volume><issue>16</issue><spage>3783</spage><epage>3789</epage><pages>3783-3789</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>A novel and green Co@g-C3N4 catalyzed visible light driven direct regioselective synthesis of 1H-tetrazoles directly from various aldehydes and sodium azide is reported. 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| identifier | ISSN: 1463-9262 |
| ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2018, Vol.20 (16), p.3783-3789 |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aldehydes Carbon nitride Catalysis Chemical synthesis Column chromatography Cycloaddition Green chemistry Morphology Nitrogen Purification Recyclability Regioselectivity Sodium Sodium azide Sodium azides Tetrazoles |
| title | Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition |
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