Journal of Organometallic Chemistry

Lithiated tolunitriles: Preparation and reactions

EM Kaiser, JD Petty

Index: Kaiser,E.N.; Petty,J.D. Journal of Organometallic Chemistry, 1976 , vol. 107, p. 219 - 228

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Abstract

Abstract Metalation of m-tolunitrile has been achieved by means of lithium dimethylamide and lithium diisopropylamide in THF/HMPA to afford a new, synthetically useful organometallic reagent. o-Tolunitrile and the p-isomer also react with such bases to give the corresponding lithiated derivatives. Each of the lithiotolunitriles readily undergoes condensations with various electrophiles.