Reactions of Resin-Bound Triazenes with Dithianylium Tetrafluoroborates: Efficient Synthesis of α-Azo Ketene Dithioacetals and Related Hydrazones
摘要:
The conversion of dithianylium cations into alpha-azo ketene dithioacetals via addition of polymer-bound diazonium precursors is shown. This new procedure allows the synthesis of a-azo ketene dithioacetals in one step within 2-90 min at rt and yields highly pure compounds that do not have to be purified in most cases. The alpha-azo ketene dithioacetals obtained have been shown to be valuable intermediates for the synthesis of hydrazones, alpha-halogenated alpha-azo ketene dithioacetals, and azo-functionalized dienes.
The conversion of dithianylium cations into alpha-azo ketene dithioacetals via addition of polymer-bound diazonium precursors is shown. This new procedure allows the synthesis of a-azo ketene dithioacetals in one step within 2-90 min at rt and yields highly pure compounds that do not have to be purified in most cases. The alpha-azo ketene dithioacetals obtained have been shown to be valuable intermediates for the synthesis of hydrazones, alpha-halogenated alpha-azo ketene dithioacetals, and azo-functionalized dienes.