addition of PhSeCl to α- and β-substituted styrenes in methanol is regio- and stereospecific and affords the products of methoxyselenenylation. These compounds further react with PhSeCl to give the deselenenylation products. In the case of α-substituted styrenes, 1-methoxy, 2-chloroalkanes are produced, whereas with β-substituted styrenes the major reaction products are the 1,2-dimethoxyalkanes and
Electrochemical cleavage of the double bond of 1-alkenylarenes
作者:Yu. N. Ogibin、A. B. Sokolov、A. I. Ilovaiskii、M. N. �linson、G. I. Nikishin
DOI:10.1007/bf00957996
日期:1991.3
A study has been made of the electrochemical cleavage of the double bond of propenylbenzene (Ia) and p-propenylanisole (Ib), which takes place upon anodic oxidation of (Ia, b) in alcoholic solutions of sodium trifluoroacetate and other electrolytes and which leads to conversion of (Ia, b) to benzaldehyde dialkylacetals. Conditions are found that provide for highly selective (> 80%) conversion of (Ib) and p-propenyltoluene to p-methyl- and p-methoxybenzaldehyde dimethylacetals.
Electrooxidative rearrangement of conjugated arylolefins to arylacetaldehyde dimethyl acetals