Generation of Carbanions by Stibine-Metal and Bismuthine-Metal Exchange Reactions

摘要

Heteratom-metal exchange reactions are excellent methods for the generation of carboanions and are used widely in organic synthesis. Heavier organoheteroatom compounds of group 14, 16 and 17 elements, i.e., stannane, tellurium, bromine and iodide compounds have been extensively used as precursors for carbanions. On the other hand, there are few reports on the heteroatom-metal exchange reactions of heavier group 15 elements, i.e., organostibines and bismuthines, and their reactivity and synthetic utilities are not clarified. We report here the generation of carbanions by stibine-metal and bismuthine-metal exchange reactions and subsequent reaction of the resulting carbanions with various electrophiles.