Aerobic oxidation of aldehydes to acids with N-hydroxyphthalimide derivatives
[Display omitted] The N-hydroxyphthalimide derivative-mediated aerobic oxidation of a selection of aldehydes to the corresponding carboxylic acids in air is described. This reaction proceeds via rearrangement of the Creigee (carboxylic peracid) intermediate and/or by the treatment of H2O and/or sulf...
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| Veröffentlicht in: | Tetrahedron letters 2021-09, Vol.81, p.153320, Article 153320 |
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| creator | Takamatsu, Keigo Kasai, Miku Nishizawa, Hinaru Suzuki, Rio Konno, Hiroyuki |
| description | [Display omitted]
The N-hydroxyphthalimide derivative-mediated aerobic oxidation of a selection of aldehydes to the corresponding carboxylic acids in air is described. This reaction proceeds via rearrangement of the Creigee (carboxylic peracid) intermediate and/or by the treatment of H2O and/or sulfides. Optimization of reaction conditions established NHNPI (14) as a mild catalyst for the oxidation reaction in MeCN under an atmosphere of air. |
| doi_str_mv | 10.1016/j.tetlet.2021.153320 |
| format | Article |
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The N-hydroxyphthalimide derivative-mediated aerobic oxidation of a selection of aldehydes to the corresponding carboxylic acids in air is described. This reaction proceeds via rearrangement of the Creigee (carboxylic peracid) intermediate and/or by the treatment of H2O and/or sulfides. Optimization of reaction conditions established NHNPI (14) as a mild catalyst for the oxidation reaction in MeCN under an atmosphere of air.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2021.153320</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Aerobic oxidation ; air ; catalysts ; N-hydroxyphthalimide derivative ; oxidation ; Peracid intermediates</subject><ispartof>Tetrahedron letters, 2021-09, Vol.81, p.153320, Article 153320</ispartof><rights>2021 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c385t-e8959b2829d0e1149a1d792ac06db1ac2c0c15c01da21e5919387804e18835543</citedby><cites>FETCH-LOGICAL-c385t-e8959b2829d0e1149a1d792ac06db1ac2c0c15c01da21e5919387804e18835543</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0040403921005785$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Takamatsu, Keigo</creatorcontrib><creatorcontrib>Kasai, Miku</creatorcontrib><creatorcontrib>Nishizawa, Hinaru</creatorcontrib><creatorcontrib>Suzuki, Rio</creatorcontrib><creatorcontrib>Konno, Hiroyuki</creatorcontrib><title>Aerobic oxidation of aldehydes to acids with N-hydroxyphthalimide derivatives</title><title>Tetrahedron letters</title><description>[Display omitted]
The N-hydroxyphthalimide derivative-mediated aerobic oxidation of a selection of aldehydes to the corresponding carboxylic acids in air is described. This reaction proceeds via rearrangement of the Creigee (carboxylic peracid) intermediate and/or by the treatment of H2O and/or sulfides. Optimization of reaction conditions established NHNPI (14) as a mild catalyst for the oxidation reaction in MeCN under an atmosphere of air.</description><subject>Aerobic oxidation</subject><subject>air</subject><subject>catalysts</subject><subject>N-hydroxyphthalimide derivative</subject><subject>oxidation</subject><subject>Peracid intermediates</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kE9PAjEQxRujiYh-Aw979LI40-4u7cWEEP8lqBc9N6UdQslCsS0I394l69m5TDJ5703ej7FbhBECNverUabcUh5x4DjCWggOZ2yAcixKUUs8ZwOACsoKhLpkVymtoJtGwoC9TSiGubdFOHhnsg-bIiwK0zpaHh2lIofCWO9S8ePzsngvu2sMh-N2mZem9WvvqHAU_b6z7ilds4uFaRPd_O0h-3p6_Jy-lLOP59fpZFZaIetcklS1mnPJlQNCrJRBN1bcWGjcHI3lFizWFtAZjlQrVEKOJVSEUoq6rsSQ3fW52xi-d5SyXvtkqW3NhsIuad6IplHQPeikVS-1MaQUaaG30a9NPGoEfaKnV7qnp0_0dE-vsz30Nupq7D1FnaynjSXnI9msXfD_B_wCB_t6BA</recordid><startdate>20210928</startdate><enddate>20210928</enddate><creator>Takamatsu, Keigo</creator><creator>Kasai, Miku</creator><creator>Nishizawa, Hinaru</creator><creator>Suzuki, Rio</creator><creator>Konno, Hiroyuki</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7S9</scope><scope>L.6</scope></search><sort><creationdate>20210928</creationdate><title>Aerobic oxidation of aldehydes to acids with N-hydroxyphthalimide derivatives</title><author>Takamatsu, Keigo ; Kasai, Miku ; Nishizawa, Hinaru ; Suzuki, Rio ; Konno, Hiroyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c385t-e8959b2829d0e1149a1d792ac06db1ac2c0c15c01da21e5919387804e18835543</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Aerobic oxidation</topic><topic>air</topic><topic>catalysts</topic><topic>N-hydroxyphthalimide derivative</topic><topic>oxidation</topic><topic>Peracid intermediates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Takamatsu, Keigo</creatorcontrib><creatorcontrib>Kasai, Miku</creatorcontrib><creatorcontrib>Nishizawa, Hinaru</creatorcontrib><creatorcontrib>Suzuki, Rio</creatorcontrib><creatorcontrib>Konno, Hiroyuki</creatorcontrib><collection>CrossRef</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Takamatsu, Keigo</au><au>Kasai, Miku</au><au>Nishizawa, Hinaru</au><au>Suzuki, Rio</au><au>Konno, Hiroyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Aerobic oxidation of aldehydes to acids with N-hydroxyphthalimide derivatives</atitle><jtitle>Tetrahedron letters</jtitle><date>2021-09-28</date><risdate>2021</risdate><volume>81</volume><spage>153320</spage><pages>153320-</pages><artnum>153320</artnum><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
The N-hydroxyphthalimide derivative-mediated aerobic oxidation of a selection of aldehydes to the corresponding carboxylic acids in air is described. This reaction proceeds via rearrangement of the Creigee (carboxylic peracid) intermediate and/or by the treatment of H2O and/or sulfides. Optimization of reaction conditions established NHNPI (14) as a mild catalyst for the oxidation reaction in MeCN under an atmosphere of air.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2021.153320</doi><oa>free_for_read</oa></addata></record> |
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| subjects | Aerobic oxidation air catalysts N-hydroxyphthalimide derivative oxidation Peracid intermediates |
| title | Aerobic oxidation of aldehydes to acids with N-hydroxyphthalimide derivatives |
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