Hypervalent iodine-mediated formation of S–S, C–S, C–O, and C–N bonds

Di(4-nitrobenzoyloxy)iodo]benzene (1), a hypervalent iodine compound, is easy to prepare and stable as solid, was shown be useful functional group transforming agent in this report. Oxidative synthesis of symmetrical disulfides from thiols the presence compound 1 alone performed 58–100% yields. Furthermore, ESI-MS demonstrated that premixing Ph3P yields corresponding acyloxyphosphonium, which can acylate produce thioesters 69–100% With assistance mixture Ph3P, hydroxy amino groups were benzoylated esters amides, respectively, also 9–100%