Sulfur-containing heterocycles are important structural units that could be commonly found in pharmaceuticals and functional molecules. Herein, we report a cycloaddition reaction of 1,2,3-thiadiazoles with isonitriles to obtain 4,5-disubstituted thiazoles...
The construction of benzylic all-carbon quaternary stereocenters, which are ubiquitous in biomolecules and drugs, is a task of high practical significance. Herein, we disclose a highly efficient one-pot method of constructing all-carbon quaternary structural units from aryl ketones, revealing that the entire process involves three consecutive chemical events, namely nucleophilic addition, Meinwald 1,2-hydrogen migration, and alkylation. Interestingly, dimerization of acetophenones results in formation of 2,4-diarylfurans under the employed conditions rather than the quaternary carbon products.
Nucleophilic
aromatic substitution (SNAr) reaction in
classic textbook is a stepwise mechanism, and few examples of concerted
reactions have been reported. Herein, we developed a concerted SNAr reaction of 5-bromo-1,2,3-triazines with phenols in which
the nonclassic mechanism of this reaction could be revealed by calculation.
Furthermore, the resulting 5-aryloxy-1,2,3-triazines could be used
as convenient precursors to access biologically important 3-aryloxy-pyridines
in one-pot manner.
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