Photo-fluorodecarboxylation of 2-Aryloxy and 2-Aryl Carboxylic Acids
Coming to light: The title reaction simply requires an aqueous alkaline solution of Selectfluor and light. The method is inexpensive and effective for a wide range of neutral and electron‐poor 2‐aryloxy and 2‐aryl acetic acids to provide fluoromethyl ethers (see scheme) and benzyl fluorides, respect...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2012-10, Vol.51 (43), p.10804-10807 |
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| container_end_page | 10807 |
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| container_issue | 43 |
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| container_title | Angewandte Chemie International Edition |
| container_volume | 51 |
| creator | Leung, Joe C. T. Chatalova-Sazepin, Claire West, Julian G. Rueda-Becerril, Montserrat Paquin, Jean-François Sammis, Glenn M. |
| description | Coming to light: The title reaction simply requires an aqueous alkaline solution of Selectfluor and light. The method is inexpensive and effective for a wide range of neutral and electron‐poor 2‐aryloxy and 2‐aryl acetic acids to provide fluoromethyl ethers (see scheme) and benzyl fluorides, respectively. The mechanism most likely proceeds through an initial aryl excitation with a subsequent single‐electron transfer. |
| doi_str_mv | 10.1002/anie.201206352 |
| format | Article |
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The mechanism most likely proceeds through an initial aryl excitation with a subsequent single‐electron transfer.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201206352</identifier><identifier>PMID: 23023887</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Acetic acid ; Aromatic compounds ; Carboxylic acids ; Carboxylic Acids - chemistry ; Ethers ; Ethers - chemistry ; Excitation ; Fluorides ; Fluorides - chemistry ; fluorine ; Fluorometers ; Free Radicals - chemistry ; Light ; photochemistry ; radical reactions ; reaction mechanisms ; Sodium Hydroxide - chemistry ; synthetic methods</subject><ispartof>Angewandte Chemie International Edition, 2012-10, Vol.51 (43), p.10804-10807</ispartof><rights>Copyright © 2012 WILEY‐VCH Verlag GmbH & Co. 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| source | MEDLINE; Access via Wiley Online Library |
| subjects | Acetic acid Aromatic compounds Carboxylic acids Carboxylic Acids - chemistry Ethers Ethers - chemistry Excitation Fluorides Fluorides - chemistry fluorine Fluorometers Free Radicals - chemistry Light photochemistry radical reactions reaction mechanisms Sodium Hydroxide - chemistry synthetic methods |
| title | Photo-fluorodecarboxylation of 2-Aryloxy and 2-Aryl Carboxylic Acids |
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