Markovic, Tim;Rocke, Benjamin N.;Blakemore, David C.;Mascitti, Vincent;Willis, Michael C. published 《Catalyst Selection Facilitates the Use of Heterocyclic Sulfinates as General Nucleophilic Coupling Partners in Palladium-Catalyzed Coupling Reactions》 in 2017. The article was appeared in 《Organic Letters》. They have made some progress in their research.Reference of Sodium 5-(trifluoromethyl)pyridine-2-sulfinate The article mentions the following:
A range of 5- and 6-membered heterocycle-derived sulfinates are shown to be effective nucleophilic coupling partners with aryl chlorides and bromides using Pd(0) catalysis. The use of optimal reaction conditions, specifically incorporating a P(t-Bu)2Me-derived Pd catalyst, allowed reactions to be performed at moderate temperatures and enabled the inclusion of a variety of sensitive functional groups. Challenging heterocyclic sulfinates, including pyrazine, pyridazine, pyrimidine, pyrazole, and imidazole, were all shown to perform well.Sodium 5-(trifluoromethyl)pyridine-2-sulfinate (cas: 2098851-48-8) were involved in the experimental procedure.
N-Arylation of a wide range of NH substrates by reaction with boronic acid in the presence of cupric acetate and either triethylamine or pyridine at room temperature. The reaction works even for poorly nucleophilic substrates such as arylamide. So Sodium 5-(trifluoromethyl)pyridine-2-sulfinate(cas: C6H3F3NNaO2S) can also undergo this reaction.Reference of Sodium 5-(trifluoromethyl)pyridine-2-sulfinate