Direct transformation of benzyl esters into esters, amides, and anhydrides using catalytic ferric() chloride under mild conditions
A facile one-pot transformation of benzyl esters into esters, amides, and anhydrides is described. α,α-Dichlorodiphenylmethane and FeCl 3 were employed as the chlorinating agent and catalyst respectively to convert benzyl esters into acid chloride intermediates, which directly reacted with alcohols,...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2023-11, Vol.21 (42), p.8494-8499 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Tran, Van Hieu Luu, Truong Giang Nguyen, Anh Thu Kim, Hee-Kwon |
| description | A facile one-pot transformation of benzyl esters into esters, amides, and anhydrides is described. α,α-Dichlorodiphenylmethane and FeCl
3
were employed as the chlorinating agent and catalyst respectively to convert benzyl esters into acid chloride intermediates, which directly reacted with alcohols, amines, and carboxylic acids. Various esters, amides, and anhydrides were readily obtained with high yields under mild conditions. This method is promising for the practical synthesis of esters, amides, and anhydrides from benzyl esters.
Efficient synthesis of esters, amides, and anhydrides has been achieved
via in situ
generated acid chlorides from the reaction of benzyl esters with α,α-dichlorodiphenylmethane and catalytic FeCl
3
. |
| doi_str_mv | 10.1039/d3ob01443f |
| format | Article |
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3
were employed as the chlorinating agent and catalyst respectively to convert benzyl esters into acid chloride intermediates, which directly reacted with alcohols, amines, and carboxylic acids. Various esters, amides, and anhydrides were readily obtained with high yields under mild conditions. This method is promising for the practical synthesis of esters, amides, and anhydrides from benzyl esters.
Efficient synthesis of esters, amides, and anhydrides has been achieved
via in situ
generated acid chlorides from the reaction of benzyl esters with α,α-dichlorodiphenylmethane and catalytic FeCl
3
.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d3ob01443f</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Alcohols ; Amides ; Amines ; Anhydrides ; Carboxylic acids ; Catalysts ; Esters ; Ferric chloride ; Intermediates</subject><ispartof>Organic & biomolecular chemistry, 2023-11, Vol.21 (42), p.8494-8499</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c314t-290486ee902cb0cbd969ec33ede38fe1ce6d0abecdf6b6e186c1e5b58fb7b1683</citedby><cites>FETCH-LOGICAL-c314t-290486ee902cb0cbd969ec33ede38fe1ce6d0abecdf6b6e186c1e5b58fb7b1683</cites><orcidid>0000-0001-7612-7049</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Tran, Van Hieu</creatorcontrib><creatorcontrib>Luu, Truong Giang</creatorcontrib><creatorcontrib>Nguyen, Anh Thu</creatorcontrib><creatorcontrib>Kim, Hee-Kwon</creatorcontrib><title>Direct transformation of benzyl esters into esters, amides, and anhydrides using catalytic ferric() chloride under mild conditions</title><title>Organic & biomolecular chemistry</title><description>A facile one-pot transformation of benzyl esters into esters, amides, and anhydrides is described. α,α-Dichlorodiphenylmethane and FeCl
3
were employed as the chlorinating agent and catalyst respectively to convert benzyl esters into acid chloride intermediates, which directly reacted with alcohols, amines, and carboxylic acids. Various esters, amides, and anhydrides were readily obtained with high yields under mild conditions. This method is promising for the practical synthesis of esters, amides, and anhydrides from benzyl esters.
Efficient synthesis of esters, amides, and anhydrides has been achieved
via in situ
generated acid chlorides from the reaction of benzyl esters with α,α-dichlorodiphenylmethane and catalytic FeCl
3
.</description><subject>Alcohols</subject><subject>Amides</subject><subject>Amines</subject><subject>Anhydrides</subject><subject>Carboxylic acids</subject><subject>Catalysts</subject><subject>Esters</subject><subject>Ferric chloride</subject><subject>Intermediates</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpd0c9LwzAUB_AiCs7pxbsQ8DLFabJkaXvUzakw2EXPJT9eXEabzKQ91KN_ua2TCR7Cew8-vCR8k-Sc4FuCaX6nqZeYMEbNQTIgLE3HeErzw30_wcfJSYwbjEmecjZIvuY2gKpRHYSLxodK1NY75A2S4D7bEkGsIURkXe1_-xskKquhr053Z93q0M-oida9IyVqUba1VchACFaNrpBal74nqHEaAqpsqZHyTtv-rniaHBlRRjj7rcPkbfH4OnseL1dPL7P75VhRwurxJMcs4wA5niiJldQ5z0FRChpoZoAo4BoLCUobLjmQjCsCUznNjEwl4RkdJqPd3m3wH033l6KyUUFZCge-icUkyzDBjGc9vfxHN74JrntdrxifpjnDnbreKRV8jAFMsQ22EqEtCC76OIo5XT38xLHo8MUOh6j27i8u-g1Am4nZ</recordid><startdate>20231101</startdate><enddate>20231101</enddate><creator>Tran, Van Hieu</creator><creator>Luu, Truong Giang</creator><creator>Nguyen, Anh Thu</creator><creator>Kim, Hee-Kwon</creator><general>Royal Society of Chemistry</general><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/0000-0001-7612-7049</orcidid></search><sort><creationdate>20231101</creationdate><title>Direct transformation of benzyl esters into esters, amides, and anhydrides using catalytic ferric() chloride under mild conditions</title><author>Tran, Van Hieu ; Luu, Truong Giang ; Nguyen, Anh Thu ; Kim, Hee-Kwon</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c314t-290486ee902cb0cbd969ec33ede38fe1ce6d0abecdf6b6e186c1e5b58fb7b1683</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alcohols</topic><topic>Amides</topic><topic>Amines</topic><topic>Anhydrides</topic><topic>Carboxylic acids</topic><topic>Catalysts</topic><topic>Esters</topic><topic>Ferric chloride</topic><topic>Intermediates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tran, Van Hieu</creatorcontrib><creatorcontrib>Luu, Truong Giang</creatorcontrib><creatorcontrib>Nguyen, Anh Thu</creatorcontrib><creatorcontrib>Kim, Hee-Kwon</creatorcontrib><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>Tran, Van Hieu</au><au>Luu, Truong Giang</au><au>Nguyen, Anh Thu</au><au>Kim, Hee-Kwon</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Direct transformation of benzyl esters into esters, amides, and anhydrides using catalytic ferric() chloride under mild conditions</atitle><jtitle>Organic & biomolecular chemistry</jtitle><date>2023-11-01</date><risdate>2023</risdate><volume>21</volume><issue>42</issue><spage>8494</spage><epage>8499</epage><pages>8494-8499</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A facile one-pot transformation of benzyl esters into esters, amides, and anhydrides is described. α,α-Dichlorodiphenylmethane and FeCl
3
were employed as the chlorinating agent and catalyst respectively to convert benzyl esters into acid chloride intermediates, which directly reacted with alcohols, amines, and carboxylic acids. Various esters, amides, and anhydrides were readily obtained with high yields under mild conditions. This method is promising for the practical synthesis of esters, amides, and anhydrides from benzyl esters.
Efficient synthesis of esters, amides, and anhydrides has been achieved
via in situ
generated acid chlorides from the reaction of benzyl esters with α,α-dichlorodiphenylmethane and catalytic FeCl
3
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| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2023-11, Vol.21 (42), p.8494-8499 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alcohols Amides Amines Anhydrides Carboxylic acids Catalysts Esters Ferric chloride Intermediates |
| title | Direct transformation of benzyl esters into esters, amides, and anhydrides using catalytic ferric() chloride under mild conditions |
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