Iron(III) chloride-promoted cyclization of α,-alkynic tosylhydrazones with diselenides: Synthesis of 4-(arylselanyl)-1: H-pyrazoles
A highly efficient iron(iii) chloride-promoted cyclization between α,-alkynic tosylhydrazones and diselenides to form a 4-(arylselanyl)-1H-pyrazole skeleton is studied. This reaction forms C-N and C-Se bonds in one step by utilizing inexpensive iron(iii) chloride instead of expensive transition metal additives. This strategy features easily synthesized substrates, mild reaction conditions and high tolerance to functional groups.
Ji, Shun-Jun,Li, Fang-Hui,Li, Jian,Wang, Shun-Yi,Yao, Hai-Feng
supporting information
p. 1987 - 1993
(2020/03/23)
Electrophilic organic selenium reagents - Protonated seleninic acids as precursors for unsymmetrical aromatic selenides
Arylselenylations of methylbenzenes, methoxybenzenes and thiophene were smoothly achieved with selenenium ions generated by comproportionation of 1:1 mixtures of p-toluenesulfonic acid salts of seleninic acids and the corresponding diselenides. A series of p-toluenesulfonic salts of seleninic acids were prepared by hydrogen peroxide oxidation of the corresponding diselenides in the presence of p-toluenesulfonic acid. Novel 2-(organylseleno)thiophenes were obtained by heating the protonated seleninic acids with a 50-fold excess of thiophene in glacial acetic acid.
Stuhr-Hansen, Nicolai,S?lling, Theis Ivan,Henriksen, Lars
experimental part
p. 2633 - 2643
(2011/04/25)
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