Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated N -alkylanilines in water
The Friedel-Crafts reaction of electronically deactivated anilines including those with strong electron-withdrawing NO , CN or CO H groups is challenging due to the reduced electron density of the aromatic ring. Here, we demonstrate the Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivat...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2024-10, Vol.22 (38), p.7874-7879 |
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| container_issue | 38 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Hikawa, Hidemasa Fukuda, Akane Kondo, Kazuma Nakayama, Taku Enda, Tomokatsu Kikkawa, Shoko Azumaya, Isao |
| description | The Friedel-Crafts reaction of electronically deactivated anilines including those with strong electron-withdrawing NO
, CN or CO
H groups is challenging due to the reduced electron density of the aromatic ring. Here, we demonstrate the Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated anilines in water. This reaction exhibits operational simplicity and a broad substrate scope with high regioselectivity, enabling rapid access to 2-benzylanilines. |
| doi_str_mv | 10.1039/d4ob01234h |
| format | Article |
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, CN or CO
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, CN or CO
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, CN or CO
H groups is challenging due to the reduced electron density of the aromatic ring. Here, we demonstrate the Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated anilines in water. This reaction exhibits operational simplicity and a broad substrate scope with high regioselectivity, enabling rapid access to 2-benzylanilines.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>39235437</pmid><doi>10.1039/d4ob01234h</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-9390-5671</orcidid><orcidid>https://orcid.org/0000-0002-6651-2768</orcidid><orcidid>https://orcid.org/0000-0002-7819-3012</orcidid><orcidid>https://orcid.org/0009-0008-4761-0267</orcidid><oa>free_for_read</oa></addata></record> |
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| ispartof | Organic & biomolecular chemistry, 2024-10, Vol.22 (38), p.7874-7879 |
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| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aniline Aromatic compounds Deactivation Electron density Friedel-Crafts reaction Nitrogen dioxide Regioselectivity Substrates |
| title | Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated N -alkylanilines in water |
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