79354-17-9Relevant academic research and scientific papers
REACTION OF AROMATIC SULFONIC ACID CHLORIDES WITH VINYLACETYLENIC ALCOHOLS AND THEIR METHYL ETHERS
Kolosov, E. Yu.,Stadnichuk, M. D.
, p. 2000 - 2004 (2007/10/02)
The reaction of aromatic sulfonic acids with primary, secondary, and tertiary vinylacetylenic alcohols and their methyl ethers, initiated by copper(I) bromide, was investigated.The addition of the chlorides is not regioselective and leads to the formation
REACTION OF METHYL ETHERS OF VINYLACETYLENIC ALCOHOLS WITH p-TOLUENESULFONYL BROMIDE AND IODIDE
Kolosov, E. Yu.,Stadnichuk, M. D.
, p. 1047 - 1053 (2007/10/02)
The direction of the addition of p-toluenesulfonyl bromide (in the presence of catalytic amounts of cuprous bromide) and p-toluenesulfonyl iodide to ethers of vinylacetylenic alcohols is a factor of the ether structure: 5-methoxy-1-penten-3-yne adds these reagents independently of the nature of the halide exclusively in the 1,4 positions, 5-methoxy-5-methyl-1-hexen-3-yne adds to the double bond, while 5-methoxy-1-hexen-3-yne adds with the formation of adducts at the double bond and at the 1,4 positions.In the reaction studied, the ethers are less reactive than the analogous vinylacetylenic hydrocarbons and their relative reactivity decreases in the series: 5-methoxy-1-penten-3-yne > 5-methoxy-1-hexen-3-yne > 5-methoxy-5-methyl-1-hexen-3-yne.
