KOt-Bu promoted homocoupling and decomposition of N′-aryl acylhydrazines: synthesis of unsymmetric N′,N′-diaryl acylhydrazines
作者:Wei-juan Wang、Ting Zhang、Li-jun Duan、Xue-jing Zhang、Ming Yan
DOI:10.1016/j.tet.2015.10.023
日期:2015.12
The KOt-Bu promoted homocoupling and decomposition of N′-aryl acylhydrazines has been achieved. The method allows for a novel and efficient synthesis of unsymmetric N′,N′-diaryl acylhydrazines under mild reaction conditions. The reaction probably proceeds via the generation of N′-centered acylhydrazine radicals and the subsequent homolytic aromatic substitution.
Reduction of Ag(I) by 1-acyl-2-arylhydrazines: Mechanism of photographic infectious development
作者:W. Russell Bowman、J. Anthony Forshaw、Kevin P. Hall、Jonathan P. Kitchin、Andrew W. Mott
DOI:10.1016/s0040-4020(96)00050-6
日期:1996.3
The photographic process of ‘infectious development’ in which 1-acyl-2-arylhydrazines reduce Ag(I) has been studied using analogues. 1-Acyl-2-aryldiazenes, resulting from oxidation of 1-acyl-2-arylhydrazines, are hydrolysed to anions of aryldiazenes (ArN=NH), which undergo further oxidation with loss of nitrogen to yield aryl radicals. The aryl radicals cause ‘feedback inhibition’ which is prevented
Reactions of hydrazides or N′-phenylhydrazides with a copper(II) reagent prepared from copper(II) bromide and lithium t-butoxide smoothly proceeded to give the corresponding t-butyl ester in high yield.