80830-96-2Relevant academic research and scientific papers
UNSATURATED THIOLATES IN CYCLOADDITION REACTIONS. X. REACTION OF SUBSTITUTED ETHYLENETHIOLATES WITH NITRILE IMINES
Bobylev, V. A.,Petrov, M. L.,Chistokletov, V. N.,Petrov, A. A.
, p. 2044 - 2049 (2007/10/02)
The direction of the reactions of substituted ethylene thiolates with nitrile imines and hydrazonoyl chlorides depends on the nature of the substituents.Thus, 1-dialkylamino-substituted thiolates form only cyclic products, e.i., 5,6-dihydro-4H-1,3,4-thiadiazines and 4H-1,3,4-thiadiazines.Potassium 1-methylthio-2-phenylethenethiolate, on the other hand, gives only the linear product from nucleophilic substitution of the chlorine atom.Electron-withdrawing substituents at position 2 of the ethylene thiolates do not reduce their capacity for cycloaddition, and potassium 1-methyl-2-ethoxycarbonylethenethiolate with ethyl phenylhydrazonochloroacetate forms 2-acetyl-6-methyl-4-phenyl-5-ethoxycarbonyl-5,6-dihydro-4H-1,3,4-thiadiazine.
