Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids
A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids via successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermedia...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2020-08, Vol.18 (29), p.5625-5638 |
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| container_issue | 29 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Kim, Jung Keun Gong, Ming Shokova, Elvira A Tafeenko, Viktor A Kovaleva, Olga V Wu, Yangjie Kovalev, Vladimir V |
| description | A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids
via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermediate production of ketones and 1,3-diketones is a key feature of this approach. The preliminary evaluation of the anticancer activity of the synthesized pyrazoles is performed.
A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids
via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. |
| doi_str_mv | 10.1039/d0ob01228a |
| format | Article |
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via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermediate production of ketones and 1,3-diketones is a key feature of this approach. The preliminary evaluation of the anticancer activity of the synthesized pyrazoles is performed.
A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids
via
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via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermediate production of ketones and 1,3-diketones is a key feature of this approach. The preliminary evaluation of the anticancer activity of the synthesized pyrazoles is performed.
A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids
via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed.</description><subject>Acylation</subject><subject>Anticancer properties</subject><subject>Antitumor activity</subject><subject>Aromatic compounds</subject><subject>Carboxylic acids</subject><subject>Crystallography</subject><subject>Diketones</subject><subject>Hydrazine</subject><subject>Hydrazines</subject><subject>Ketones</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Pyrazoles</subject><subject>Synthesis</subject><subject>X-ray diffraction</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp90c1LwzAYBvAgipvTi3el4mEiVPPRNIkXmfMTBvOg55KmCXa0TU1asP71dm5O8ODpDbw_HpInABwieIEgEZcZtClEGHO5BYYoYiyElIjtzRnDAdjzfgEhEiyOdsGA4DjinMMhuH7unPy0hfZXwdhWOqxtMw58VzVv2uc-MM6WgXS60j6QVRYo6VL70RW5CqTKM78PdowsvD5YzxF4vb97mT6Gs_nD03QyCxWJSRNyJAXSqTYxY5SnMTIGqVRQlmGlKKVMKhQZhkkmsDKKMiaRggxJgrjCqSEjcLbKrZ19b7VvkjL3SheFrLRtfYIjTCBlESE9Pf1DF7Z1VX-7pWKCx5zyXp2vlHLWe6dNUru8lK5LEEyWtSa3cH7zXeukx8fryDYtdbahPz324GQFnFeb7e-_JHW2fMLRf4Z8AahphiY</recordid><startdate>20200807</startdate><enddate>20200807</enddate><creator>Kim, Jung Keun</creator><creator>Gong, Ming</creator><creator>Shokova, Elvira A</creator><creator>Tafeenko, Viktor A</creator><creator>Kovaleva, Olga V</creator><creator>Wu, Yangjie</creator><creator>Kovalev, Vladimir V</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-4473-1107</orcidid><orcidid>https://orcid.org/0000-0002-0134-0870</orcidid><orcidid>https://orcid.org/0000-0003-2353-9079</orcidid></search><sort><creationdate>20200807</creationdate><title>Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids</title><author>Kim, Jung Keun ; Gong, Ming ; Shokova, Elvira A ; Tafeenko, Viktor A ; Kovaleva, Olga V ; Wu, Yangjie ; Kovalev, Vladimir V</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-81a91ebef67758b61ff1cb957d2cc5557ac14f723d92cfc577a1c071a318c2bf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Acylation</topic><topic>Anticancer properties</topic><topic>Antitumor activity</topic><topic>Aromatic compounds</topic><topic>Carboxylic acids</topic><topic>Crystallography</topic><topic>Diketones</topic><topic>Hydrazine</topic><topic>Hydrazines</topic><topic>Ketones</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Pyrazoles</topic><topic>Synthesis</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Jung Keun</creatorcontrib><creatorcontrib>Gong, Ming</creatorcontrib><creatorcontrib>Shokova, Elvira A</creatorcontrib><creatorcontrib>Tafeenko, Viktor A</creatorcontrib><creatorcontrib>Kovaleva, Olga V</creatorcontrib><creatorcontrib>Wu, Yangjie</creatorcontrib><creatorcontrib>Kovalev, Vladimir V</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, Jung Keun</au><au>Gong, Ming</au><au>Shokova, Elvira A</au><au>Tafeenko, Viktor A</au><au>Kovaleva, Olga V</au><au>Wu, Yangjie</au><au>Kovalev, Vladimir V</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2020-08-07</date><risdate>2020</risdate><volume>18</volume><issue>29</issue><spage>5625</spage><epage>5638</epage><pages>5625-5638</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids
via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermediate production of ketones and 1,3-diketones is a key feature of this approach. The preliminary evaluation of the anticancer activity of the synthesized pyrazoles is performed.
A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids
via
successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>32648880</pmid><doi>10.1039/d0ob01228a</doi><tpages>14</tpages><orcidid>https://orcid.org/0000-0003-4473-1107</orcidid><orcidid>https://orcid.org/0000-0002-0134-0870</orcidid><orcidid>https://orcid.org/0000-0003-2353-9079</orcidid></addata></record> |
| fulltext | fulltext |
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| ispartof | Organic & biomolecular chemistry, 2020-08, Vol.18 (29), p.5625-5638 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Acylation Anticancer properties Antitumor activity Aromatic compounds Carboxylic acids Crystallography Diketones Hydrazine Hydrazines Ketones NMR Nuclear magnetic resonance Pyrazoles Synthesis X-ray diffraction |
| title | Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids |
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