Polylithium compounds. IV. Polylithiation of nitriles and the preparations of trisilyl ynamines

R West, GA Gornowicz

Index: Gornowicz,G.A.; West,R. Journal of the American Chemical Society, 1971 , vol. 93, # 7 p. 1714 - 1720

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Citation Number: 81

Abstract

Abstract: Acetonitrile reacts with excess tert-butyllithium in ether at-78” to form LizCzHN and 2 equiv of isobutane. With aldehydes and ketones, L i GHN gives diadducts,(LiOCR2) 2CHCN, in high yields. These adducts are converted to the corresponding trimethylsilyl derivatives with trimethylchlorosilane. L i GHN, in the presence of excess base, and trimethylchlorosilane in tetrahydrofuran give a mixture of tris (trimethylsily1) ethynylamine ( ...