Nickel-Catalyzed Thiolation and Selenylation of Cycloketone Oxime Esters with Thiosulfonate or Seleniumsulfonate

摘要

A nickel-catalyzed ring opening and, subsequently, reductive cross-coupling of cycloketone oxime esters with thiosulfonate or seleniumsulfonate are reported, which involves C-C bond cleavage and C(sp(3))-S or C(sp(3))-Se bond formation. Notably, S-aryl/alkyl sulfonothioates and Se-alkyl seleniumsulfonothioates could be employed in this reaction to afford a variety of 1 degrees and 2 degrees alkyl sulfides, aryl sulfides, and 1 degrees and 2 degrees alkyl selenides in one step. This strategy features easily available substrates and mild reaction conditions.