H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n
In the presence of {[K.18-Crown-6]Br3}n, a unique tribromide reagent, trimethylsilyl (TMS) ethers, tetrahydropyranyl (THP) ethers, and alcohols were oxidized to their corresponding aldehydes and ketones in H2O2. One-pot deprotection and oxidation of TMS ethers/THP ethers were performed directly and...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group
2017-04-01
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| Series: | Green Chemistry Letters and Reviews |
| Subjects: | |
| Online Access: | http://dx.doi.org/10.1080/17518253.2017.1306614 |
| _version_ | 1811282924360695808 |
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| author | Mohsen Rasouli Mohammad Ali Zolfigol Mohammad Hossein Moslemin Gholamabbas Chehardoli |
| author_facet | Mohsen Rasouli Mohammad Ali Zolfigol Mohammad Hossein Moslemin Gholamabbas Chehardoli |
| author_sort | Mohsen Rasouli |
| collection | DOAJ |
| description | In the presence of {[K.18-Crown-6]Br3}n, a unique tribromide reagent, trimethylsilyl (TMS) ethers, tetrahydropyranyl (THP) ethers, and alcohols were oxidized to their corresponding aldehydes and ketones in H2O2. One-pot deprotection and oxidation of TMS ethers/THP ethers were performed directly and the conversion was complete. Avoiding the isolation of the corresponding alcohol as an intermediate step, the direct transformation of such substrates to carbonyls is the main aim of this work. {[K.18-Crown-6]Br3}n regeneration was performed via the addition of Br2 to the residue of the reaction and recrystallization in acetonitrile. |
| first_indexed | 2024-04-13T02:01:19Z |
| format | Article |
| id | doaj.art-23464048f61b43b79a0c259a4691ea1f |
| institution | Directory Open Access Journal |
| issn | 1751-8253 1751-7192 |
| language | English |
| last_indexed | 2024-04-13T02:01:19Z |
| publishDate | 2017-04-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Green Chemistry Letters and Reviews |
| spelling | doaj.art-23464048f61b43b79a0c259a4691ea1f2022-12-22T03:07:36ZengTaylor & Francis GroupGreen Chemistry Letters and Reviews1751-82531751-71922017-04-0110211712010.1080/17518253.2017.13066141306614H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}nMohsen Rasouli0Mohammad Ali Zolfigol1Mohammad Hossein Moslemin2Gholamabbas Chehardoli3Islamic Azad UniversityBu-Ali Sina UniversityIslamic Azad UniversityHamadan University of Medical SciencesIn the presence of {[K.18-Crown-6]Br3}n, a unique tribromide reagent, trimethylsilyl (TMS) ethers, tetrahydropyranyl (THP) ethers, and alcohols were oxidized to their corresponding aldehydes and ketones in H2O2. One-pot deprotection and oxidation of TMS ethers/THP ethers were performed directly and the conversion was complete. Avoiding the isolation of the corresponding alcohol as an intermediate step, the direct transformation of such substrates to carbonyls is the main aim of this work. {[K.18-Crown-6]Br3}n regeneration was performed via the addition of Br2 to the residue of the reaction and recrystallization in acetonitrile.http://dx.doi.org/10.1080/17518253.2017.1306614H2O2TMS ethersTHP ethers{K.18-Crown-6]Br3}nalcohols |
| spellingShingle | Mohsen Rasouli Mohammad Ali Zolfigol Mohammad Hossein Moslemin Gholamabbas Chehardoli H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n Green Chemistry Letters and Reviews H2O2 TMS ethers THP ethers {K.18-Crown-6]Br3}n alcohols |
| title | H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n |
| title_full | H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n |
| title_fullStr | H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n |
| title_full_unstemmed | H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n |
| title_short | H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n |
| title_sort | h2o2 as green and environmentally benign reagent for the oxidation of tms ethers thp ethers and alcohols in the presence of k 18 crown 6 br3 n |
| topic | H2O2 TMS ethers THP ethers {K.18-Crown-6]Br3}n alcohols |
| url | http://dx.doi.org/10.1080/17518253.2017.1306614 |
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