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(Diacetoxyiodo)benzene-Mediated C–H Oxidation of Benzylic Acetals
[Image: see text] A useful oxidation of C–H bond of benzylic acetals has been achieved. This method avoids the use of stoichiometric metals and is compatible with the presence of both electron-donating and electron-withdrawing substituents on the aromatic ring. Oxidation was carried out by rapid mic...
| Autores principales: | , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical
Society
2019
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6964519/ https://www.ncbi.nlm.nih.gov/pubmed/31956846 http://dx.doi.org/10.1021/acsomega.9b04009 |
| _version_ | 1783488484993925120 |
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| author | Aman, Hasil Wang, Yen-Hsiang Chuang, Gary Jing |
| author_facet | Aman, Hasil Wang, Yen-Hsiang Chuang, Gary Jing |
| author_sort | Aman, Hasil |
| collection | PubMed |
| description | [Image: see text] A useful oxidation of C–H bond of benzylic acetals has been achieved. This method avoids the use of stoichiometric metals and is compatible with the presence of both electron-donating and electron-withdrawing substituents on the aromatic ring. Oxidation was carried out by rapid microwave irradiation of benzylic acetals with PhI(OAc)(2) as the oxidant. This led to the oxidation of acetals into 2-acetoxy-1,3-dioxolanes. Furthermore, this transformation protocol encompasses a wide range of valuable conversions of these useful synthons into different carboxylic acid derivatives. |
| format | Online Article Text |
| id | pubmed-6964519 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2019 |
| publisher | American Chemical
Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-69645192020-01-17 (Diacetoxyiodo)benzene-Mediated C–H Oxidation of Benzylic Acetals Aman, Hasil Wang, Yen-Hsiang Chuang, Gary Jing ACS Omega [Image: see text] A useful oxidation of C–H bond of benzylic acetals has been achieved. This method avoids the use of stoichiometric metals and is compatible with the presence of both electron-donating and electron-withdrawing substituents on the aromatic ring. Oxidation was carried out by rapid microwave irradiation of benzylic acetals with PhI(OAc)(2) as the oxidant. This led to the oxidation of acetals into 2-acetoxy-1,3-dioxolanes. Furthermore, this transformation protocol encompasses a wide range of valuable conversions of these useful synthons into different carboxylic acid derivatives. American Chemical Society 2019-12-30 /pmc/articles/PMC6964519/ /pubmed/31956846 http://dx.doi.org/10.1021/acsomega.9b04009 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
| spellingShingle | Aman, Hasil Wang, Yen-Hsiang Chuang, Gary Jing (Diacetoxyiodo)benzene-Mediated C–H Oxidation of Benzylic Acetals |
| title | (Diacetoxyiodo)benzene-Mediated
C–H Oxidation
of Benzylic Acetals |
| title_full | (Diacetoxyiodo)benzene-Mediated
C–H Oxidation
of Benzylic Acetals |
| title_fullStr | (Diacetoxyiodo)benzene-Mediated
C–H Oxidation
of Benzylic Acetals |
| title_full_unstemmed | (Diacetoxyiodo)benzene-Mediated
C–H Oxidation
of Benzylic Acetals |
| title_short | (Diacetoxyiodo)benzene-Mediated
C–H Oxidation
of Benzylic Acetals |
| title_sort | (diacetoxyiodo)benzene-mediated
c–h oxidation
of benzylic acetals |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6964519/ https://www.ncbi.nlm.nih.gov/pubmed/31956846 http://dx.doi.org/10.1021/acsomega.9b04009 |
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