2424-32-0Relevant academic research and scientific papers
Electrochemical transformation of malononitrile and carbonyl compounds into functionally substituted cyclopropanes: Electrocatalytic variant of the Wideqvist reaction
Elinson, Michail N.,Feducovich, Sergey K.,Lizunova, Tatiana L.,Nikishin, Gennady I.
, p. 3063 - 3069 (2007/10/03)
Electrolysis of malononitrile and carbonyl compounds in the presence of alkali metal halides in an undivided cell results in the formation of substituted 1,1,2,2-tetracyanocyclopropanes in 60-90% yield. This electrocatalytic variant of the Wideqvist reaction using malononitrile instead of bromomalonitrile was successfully performed. Electrocatalytic transformation of substituted 1,1,2,2-tetracyanocyclopropanes in methanol or ethanol in an undivided cell leads to substituted 2-amino-4,4-dialkoxy-1,5- dicyano-3-azabicyclo[3.1.0]hex-2-enes in 70-95% yields after 0.05-0.10 F/mol of electricity has been passed. (C) 2000 Elsevier Science Ltd.
The reaction of aliphatic diazo compounds with highly electrophilic ethylene derivatives
Eichenauer, Ulrich,Huisgen, Rolf,Mitra, Abhijit,Moran, Joaquin Rodriguez
, p. 129 - 132 (2007/10/02)
The cycloadditions of diazoacetic ester and diazomethane to tetracyanoethylene and ethylenetetracarboxylic ester, as well as reactions of the pyrazolines formed were investigated. In contrast to an earlier report, diazoacetic ester adds to the CC double bond of tetracyanoethylene.
1,3-Dipolar Cycloadditions, 92. - Reactions of Aliphatic Diazo Compounds with Fourfold Acceptor-Substituted Ethylenes
Huisgen, Rolf,Eichenauer, Ulrich,Langhals, Elke,Mitra, Abhijit,Moran, Joaquin Rodriguez
, p. 153 - 158 (2007/10/02)
In contrast to a literature report, diazomethane and diazoacetic ester add to the CC double bond of tetracyanoethylene and ethylenetetracarboxylic ester.The behavior of the 1- and 2-pyrazolines deviates from the rule.
