Simple Sulfinate Synthesis Enables CH Trifluoromethylcyclopropanation
A simple method to convert readily available carboxylic acids into sulfinate salts by employing an interrupted Barton decarboxylation reaction is reported. A medicinally oriented panel of ten new sulfinate reagents was created using this method, including a key trifluoromethylcyclopropanation reagen...
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Veröffentlicht in: | Angewandte Chemie International Edition 2014-09, Vol.53 (37), p.9851 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A simple method to convert readily available carboxylic acids into sulfinate salts by employing an interrupted Barton decarboxylation reaction is reported. A medicinally oriented panel of ten new sulfinate reagents was created using this method, including a key trifluoromethylcyclopropanation reagent, TFCS-Na. The reactivity of six of these salts towards CH functionalization was field-tested using several different classes of heterocycles. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201406622 |