Synthesis of new secondary phosphine chalcogenides with bulky substituents from aryl(hetaryl)ethenes, red phosphorus, sulfur, and selenium
摘要:
Phosphine generated along with hydrogen from red phosphorus and aqueous potassium hydroxide selectively reacts with aryl(hetaryl)ethenes (alpha-methylstyrene, 2-vinylnaphthalene and 5-vinyl-2-methylpyridine) in superbasic system KOH-DMSO(H2O) to give secondary phosphines. The latter are practically quantitatively oxidized by elemental sulfur or selenium (20-25 degrees C, toluene, 0.5 h), to afford the hitherto unknown secondary phosphine chalcogenides with bulky arylalkyl pyridine and naphthyl substituents.