91090-86-7Relevant articles and documents
Thiazole formation through a modified Gewald reaction
Mallia, Carl J.,Englert, Lukas,Walter, Gary C.,Baxendale, Ian R.
supporting information, p. 875 - 883 (2015/08/24)
The synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or 2-substituted aminothiophenes depending on the substitution of the α-carbon to the cyano group.
Effects of Electron Acceptors and Radical Scavengers on Nonchain Radical Nucleophilic Substitution Reactions
Zhang, Xian-Man,Yang, Di-Lun,Liu, You-Cheng
, p. 224 - 227 (2007/10/02)
The yields of reaction products from thermal nucleophilic substitution reactions in dimethyl sulfoxide (DMSO) of six o- and p-nitrohalobenzenes (1) with sodium salt of ethyl α-cyanoacetate carbanion (2) were found to be markedly diminished by addition of small amounts of strong electron acceptors (p-dinitrobenzene, m-dinitrobenzene, and o-dinitrobenzene) (Table II), but little or no diminished effects on the yields of reaction products were observed by addition of radical scavengers ( such as galvinoxyl, nitroxyl, etc.) (Table III).The results are consistent with the conclusion that these reactions proceed via a nonchain radical nucleophilic substitution mechanism.
