Phosphonium-Iodonium Ylides with Heteroatomic Groups in the Synthesis of Annelated P‑Containing Heterocycles

The preparation and chemistry of
novel sulfonyl- and phosphoryl-derived
λ3-iodanes are reported. These compounds with three
different heteroatoms attached to a negatively charged C atom represent
potentially useful reagents that combine in one molecule the synthetic
advantages of a phosphonium ylide and an iodonium salt. Specifically,
they can react with a number of acetylenes, leading to hitherto unknown
sulfonyl- and phosphoryl-substituted phosphinolines, phosphininothiophenes,
and a novel type of annelated P-containing heterocyclephosphininopyrazole.