Simple sulfinate synthesis enables C-H trifluoromethylcyclopropanation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2014)
Abstract
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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Key words
analogue synthesis,bioisosteres,CH functionalization,heterocycles,sulfinate salts
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