Deoxygenations of diphenylfuroxane, azoxybenzene, isocyanates, ethyl isothiocyanate, and diphenylketene have been studied. When diphenylfuroxane or azoxybenzene was treated with triethyl phosphite, diphenylfurazan or azobenzene was obtained in excellent yield along with triethyl phosphate. Further, when isocyanates and ethyl isothiocyanate were treated with tertiary phosphites, the corresponding isonitriles were obtained in fairly good yields. On the other hand, an addition compound was obtained from the reaction of diphenylketene and triethyl phosphite. The pyrolysis of the adduct led to the formation of diphenylacetylene, the deoxygenated product, and triethyl phosphate along with the dimer of diphenylketene.
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