85972-13-0Relevant articles and documents
Preparation and Diels-Alder Reactivity of Several New Chalcogen-Halogen Substituted Butadienes
Bridges, Alexander J.,Fischer, John W.
, p. 2954 - 2961 (2007/10/02)
Addition of halogens and pseudohalogens across one ?-bond of 1,4-dichlorobut-2-yne, followed by a 1,4-elimination, is an efficient synthesis of several new polysubstituted butadienes.If the product dienes have a sulfur or selenium substituent they are quite reactive, undergoing cycloaddition with the moderately reactive dienophile methyl vinyl ketone at 20 deg C in the presence of boron trifluoride etherate.The regiochemistry of the cycloadditions was elucidated, and the limitations of the methodology are discussed.