An efficient method for direct trifluoromethylation and perfluoroalkylation at C3 of imidazopyridines through visible light-promoted C-H bond functionalization was developed. Under the irradiation of blue LED, a series of C3-perfluoroalkyl...

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Converting commercially available and affordable chiral sulfinamides to pharmaceutically important chiral sulfoximines via SIV-functionalization is synthetically appealing, however, remains little developed due to the competing N-functionalization pathway. To address this challenge, we disclose a strain-enabled stereospecific and chemoselective S-arylation and S-alkenylation of sulfinamides using arynes and cyclic alkynes. The origin of high SIV-selectivity is elucidated by density functional theory (DFT) calculations, which reveals the potential involvement of a novel concerted mechanism. This method affords unprecedented chemical diversity on groups attached to the nitrogen center (N-R) that is valuable for diversity-oriented drug discovery

Meerwein−Ponndorf−Verley (MPV)-type reduction between benzonitriles and benzylic alcohols under transitionmetal-free conditions has been demonstrated for the first time. Using simple KOt-Bu as the base, various benzonitriles can be efficiently reduced by benzylic alcohols via hydrogen transfer reduction, and the resultant phenyl imine can react further with benzylic alcohols to give amides as the final product in which both the alcohols and the nitriles are incorporated. Preliminary mechanistic investigations indicated that the reaction may go through multiple MPV-type hydrogen transfer processes.