One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones
Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and <i>α</i>-haloketones promoted by titanium tetrachloride which combines Friedel−Crafts-like alkylation and intramolecular cyclodehydration into one step. This simpl...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-06-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/11/2187 |
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| author | Bingqiao Wang Qiu Zhang Juan Luo Zongjie Gan Wengao Jiang Qiang Tang |
| author_facet | Bingqiao Wang Qiu Zhang Juan Luo Zongjie Gan Wengao Jiang Qiang Tang |
| author_sort | Bingqiao Wang |
| collection | DOAJ |
| description | Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and <i>α</i>-haloketones promoted by titanium tetrachloride which combines Friedel−Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields. |
| first_indexed | 2024-12-12T09:35:34Z |
| format | Article |
| id | doaj.art-fd2befd9d8ff496485b3e7215d866d07 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-12T09:35:34Z |
| publishDate | 2019-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-fd2befd9d8ff496485b3e7215d866d072022-12-22T00:28:45ZengMDPI AGMolecules1420-30492019-06-012411218710.3390/molecules24112187molecules24112187One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-HaloketonesBingqiao Wang0Qiu Zhang1Juan Luo2Zongjie Gan3Wengao Jiang4Qiang Tang5College of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, ChinaCollege of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, ChinaCollege of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, ChinaCollege of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, ChinaCollege of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, ChinaCollege of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, ChinaReported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and <i>α</i>-haloketones promoted by titanium tetrachloride which combines Friedel−Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields.https://www.mdpi.com/1420-3049/24/11/2187naphthofuranbenzofurantitanium tetrachloride<i>α</i>-haloketonescyclodehydration |
| spellingShingle | Bingqiao Wang Qiu Zhang Juan Luo Zongjie Gan Wengao Jiang Qiang Tang One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones Molecules naphthofuran benzofuran titanium tetrachloride <i>α</i>-haloketones cyclodehydration |
| title | One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones |
| title_full | One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones |
| title_fullStr | One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones |
| title_full_unstemmed | One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones |
| title_short | One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones |
| title_sort | one step regioselective synthesis of benzofurans from phenols and i α i haloketones |
| topic | naphthofuran benzofuran titanium tetrachloride <i>α</i>-haloketones cyclodehydration |
| url | https://www.mdpi.com/1420-3049/24/11/2187 |
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