256664-75-2Relevant academic research and scientific papers
Dialkylhydrazides for directed orthometalations
Pratt, Scott A.,Goble, Michael P.,Mulvaney, Michael J.,Wuts, Peter G. M.
, p. 3559 - 3562 (2007/10/03)
Dimethylhydrazides are shown to be excellent substrates for the directed orthometalation reaction. The advantage of using the hydrazide is that it is easily removed by treatment with H5IO6 or CuCl2 to give the carboxylic acid under very mild conditions, in contrast to other amides that generally require harshly acidic conditions to achieve hydrolysis. (C) 2000 Elsevier Science Ltd.
New reactions of hydrazides. Part 1: Directed ortho- and lateral metalation of aromatic carbocyclic and heterocyclic systems
McCombie, Stuart W.,Lin, Sue-Ing,Vice, Susan F.
, p. 8767 - 8770 (2007/10/03)
Aromatic and heterocyclic 2,2-dialkylhydrazides undergo directed metalation with 2 equivalents of n-, s- or t-BuLi, and the resulting C,N- dilithio species react with a variety of electrophiles. The products may be readily converted to the corresponding carboxylic acids or esters by oxidation with manganese dioxide in water or methanol containing acetic acid.
