Metal-free transfer hydrogenation/cycloaddition cascade of activated quinolines and isoquinolines with tosyl azides
The difficulty in isolating cyclic enamines emanating from their intrinsic instability has impeded their exploration in cycloaddition reactions. Here, we achieved a metal-free domino reaction providing quinoline and isoquinoline-derived cyclic amidines by the cycloaddition of azides with in situ gen...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2023-06, Vol.59 (46), p.788-791 |
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creator | Yadav, Suman Kant, Ruchir Kuram, Malleswara Rao |
description | The difficulty in isolating cyclic enamines emanating from their intrinsic instability has impeded their exploration in cycloaddition reactions. Here, we achieved a metal-free domino reaction providing quinoline and isoquinoline-derived cyclic amidines by the cycloaddition of azides with
in situ
generated enamines
via
dearomatization.
The intrinsically unstable cyclic enamines impeded for exploration in cycloaddition reaction. Here, we accomplished a cascade reaction providing cyclic amidines by the cycloaddition of azides with
in situ
generated enamines. |
doi_str_mv | 10.1039/d3cc01430d |
format | Article |
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in situ
generated enamines
via
dearomatization.
The intrinsically unstable cyclic enamines impeded for exploration in cycloaddition reaction. Here, we accomplished a cascade reaction providing cyclic amidines by the cycloaddition of azides with
in situ
generated enamines.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d3cc01430d</identifier><identifier>PMID: 37218434</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Cascade chemical reactions ; Cycloaddition ; Organic compounds ; Quinoline</subject><ispartof>Chemical communications (Cambridge, England), 2023-06, Vol.59 (46), p.788-791</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-646e6fb8dab0e9c184aa0bcc20fbc144020b98356d34917cc015d93f3faf10313</citedby><cites>FETCH-LOGICAL-c337t-646e6fb8dab0e9c184aa0bcc20fbc144020b98356d34917cc015d93f3faf10313</cites><orcidid>0000-0003-0711-1275</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37218434$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yadav, Suman</creatorcontrib><creatorcontrib>Kant, Ruchir</creatorcontrib><creatorcontrib>Kuram, Malleswara Rao</creatorcontrib><title>Metal-free transfer hydrogenation/cycloaddition cascade of activated quinolines and isoquinolines with tosyl azides</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>The difficulty in isolating cyclic enamines emanating from their intrinsic instability has impeded their exploration in cycloaddition reactions. Here, we achieved a metal-free domino reaction providing quinoline and isoquinoline-derived cyclic amidines by the cycloaddition of azides with
in situ
generated enamines
via
dearomatization.
The intrinsically unstable cyclic enamines impeded for exploration in cycloaddition reaction. Here, we accomplished a cascade reaction providing cyclic amidines by the cycloaddition of azides with
in situ
generated enamines.</description><subject>Cascade chemical reactions</subject><subject>Cycloaddition</subject><subject>Organic compounds</subject><subject>Quinoline</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpdkd1LHDEUxYNY_GpffFcCfRFh3GSSzGYeZVdtweJLC30b7iQ3GpmdaJK1bP_6Zru6ld6X3CQ_DodzCDnm7IIz0U6sMIZxKZjdIQdcNLJSUv_cXe-qraZCqn1ymNIjK8OV3iP7YlpzLYU8IOkbZhgqFxFpjjAmh5E-rGwM9zhC9mGcmJUZAljr1zdqIBmwSIOjYLJ_gYyWPi_9GAY_YqIwWupTePfyy-cHmkNaDRR-e4vpI_ngYEj46fU8Ij-ur77PvlS3dzdfZ5e3lRFimqtGNti4XlvoGbamGAZgvTE1c73hUrKa9a0WqrFCtny6zkDZVjjhwJVcuDgiZxvdp1j8YMrdwieDwwAjhmXqas01U5orWdDP_6GPYRnH4q5Qdd0opmpdqPMNZWJIKaLrnqJfQFx1nHXrKrq5mM3-VjEv8Omr5LJfoN2ib9kX4GQDxGS2v_-6FH8AnV-PiQ</recordid><startdate>20230606</startdate><enddate>20230606</enddate><creator>Yadav, Suman</creator><creator>Kant, Ruchir</creator><creator>Kuram, Malleswara Rao</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-0711-1275</orcidid></search><sort><creationdate>20230606</creationdate><title>Metal-free transfer hydrogenation/cycloaddition cascade of activated quinolines and isoquinolines with tosyl azides</title><author>Yadav, Suman ; Kant, Ruchir ; Kuram, Malleswara Rao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-646e6fb8dab0e9c184aa0bcc20fbc144020b98356d34917cc015d93f3faf10313</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Cascade chemical reactions</topic><topic>Cycloaddition</topic><topic>Organic compounds</topic><topic>Quinoline</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yadav, Suman</creatorcontrib><creatorcontrib>Kant, Ruchir</creatorcontrib><creatorcontrib>Kuram, Malleswara Rao</creatorcontrib><collection>PubMed</collection><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><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yadav, Suman</au><au>Kant, Ruchir</au><au>Kuram, Malleswara Rao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal-free transfer hydrogenation/cycloaddition cascade of activated quinolines and isoquinolines with tosyl azides</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2023-06-06</date><risdate>2023</risdate><volume>59</volume><issue>46</issue><spage>788</spage><epage>791</epage><pages>788-791</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The difficulty in isolating cyclic enamines emanating from their intrinsic instability has impeded their exploration in cycloaddition reactions. Here, we achieved a metal-free domino reaction providing quinoline and isoquinoline-derived cyclic amidines by the cycloaddition of azides with
in situ
generated enamines
via
dearomatization.
The intrinsically unstable cyclic enamines impeded for exploration in cycloaddition reaction. Here, we accomplished a cascade reaction providing cyclic amidines by the cycloaddition of azides with
in situ
generated enamines.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>37218434</pmid><doi>10.1039/d3cc01430d</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0003-0711-1275</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Cascade chemical reactions Cycloaddition Organic compounds Quinoline |
title | Metal-free transfer hydrogenation/cycloaddition cascade of activated quinolines and isoquinolines with tosyl azides |
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