Synthesis of functionalized 3-aryl-3H-benzofuranone derivatives from aryl acetate via [3 + 2] annulation of 1,4-dihydroxy-2-naphthoic acid ester
A novel [3 + 2] cascade reaction of aryl acetate with 1,4-dihydroxy-2-naphthoic acid ester by cooperative catalysis of isothiourea and vanadium is developed. The key step of the reaction is that the C1-ammonium enolates generated from aryl acetate will cycloadduct to 1,4-naphthoquinone intermediates...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2023-02, Vol.21 (8), p.1821-1826 |
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| container_end_page | 1826 |
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| container_issue | 8 |
| container_start_page | 1821 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 21 |
| creator | Wang, Huan Zhou, Yuxiang Xie, Ying Liu, Yi Li, Yulong Zhang, Hao Long, Jilang |
| description | A novel [3 + 2] cascade reaction of aryl acetate with 1,4-dihydroxy-2-naphthoic acid ester by cooperative catalysis of isothiourea and vanadium is developed. The key step of the reaction is that the C1-ammonium enolates generated from aryl acetate will cycloadduct to 1,4-naphthoquinone intermediates. 3-Aryl-3H-benzofuranone derivatives can be prepared in medium to good yields under mild conditions. |
| doi_str_mv | 10.1039/d2ob02319a |
| format | Article |
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The key step of the reaction is that the C1-ammonium enolates generated from aryl acetate will cycloadduct to 1,4-naphthoquinone intermediates. 3-Aryl-3H-benzofuranone derivatives can be prepared in medium to good yields under mild conditions.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d2ob02319a</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2023-02, Vol.21 (8), p.1821-1826 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2774498214 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Acetic acid Ammonium Aromatic compounds Cascade chemical reactions Catalysis Chemical reactions Intermediates Vanadium |
| title | Synthesis of functionalized 3-aryl-3H-benzofuranone derivatives from aryl acetate via [3 + 2] annulation of 1,4-dihydroxy-2-naphthoic acid ester |
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