Angewandte Chemie International Edition · 2014 · 166 citations · 39 references
Natural SciencesChemistryMedicinal ChemistryGreen ChemistryOrganic ChemistrySynthetic Medicinal ChemistryCarboxylic AcidsCarboxylic DerivativesDiversity-oriented SynthesisHeterocyclic ChemistryBarton ReactionCarboxylic Acid Derivative SynthesisCarboxylic Acid SynthesisHeterocycle FunctionalizationMedicinal Chemistry Applications
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 C-H functionalization was field-tested using several different classes of heterocycles.
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Practical and innate carbon–hydrogen functionalization of heterocycles
Yuta Fujiwara, Janice A. Dixon, Fionn O’Hara et al. · Nature · 2012 · 924 citations · Full text
Innate C-H trifluoromethylation of heterocycles
Yining Ji, Tobias Brueckl, Ryan D. Baxter et al. · Proceedings of the National Academy of Sciences · 2011 · 755 citations
A New Reagent for Direct Difluoromethylation
Yuta Fujiwara, Janice A. Dixon, Rodrigo A. Rodriguez et al. · Journal of the American Chemical Society · 2012 · 620 citations
Derek H. R. Barton, David Crich, William B. Motherwell · Tetrahedron · 1985 · 528 citations