Conversions of hydrazones to diazo compounds by n-butyllithium and azidotris (diethylamino) phosphonium bromide

M McGuiness, H Shechter

Index: McGuiness, Mark; Shechter, Harold Tetrahedron Letters, 2002 , vol. 43, # 46 p. 8425 - 8427

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Citation Number: 7

Abstract

Lithium hydrazonides, prepared by reactions of hydrazones with n-BuLi/hexane in THF at− 78° C, are converted by azidotris (diethylamino) phosphonium bromide in THF at∼ 0° C efficiently, rapidly, and safely to their corresponding diazo compounds along with tris (diethylamino) phosphorimine, nitrogen, and lithium bromide.