18685-01-3Relevant articles and documents
A General Copper-Catalyzed Vinylic Halogen Exchange Reaction
Nitelet, Antoine,Evano, Gwilherm
, p. 1904 - 1907 (2016)
An efficient and general system for the halogen exchange reaction in alkenyl halides has been developed. Upon reaction with catalytic amounts of copper iodide and trans-N,N′-dimethylcyclohexane-1,2-diamine in the presence of tetramethylammonium chloride or bromide, a wide range of easily accessible alkenyl iodides can be smoothly transformed to their far less available chlorinated and brominated derivatives in excellent yields and with full retention of the double bond geometry. This reaction also enables the chlorination of bromoalkenes and could be extended to the use of gem-dibromoalkenes.
ADDITION OF AN ELECTROPHILIC CARBENE TO AN ELECTRON-DEFICIENT OLEFIN. KINETICS OF BENZYLCHLOROCARBENE-DIETHYL FUMARATE REACTION
Liu, Michael T. H.,Subramanian, R.
, p. 3071 - 3074 (2007/10/02)
Benzylchlorocarbene reacts as an electrophile with electronic deficient diethyl fumerate; the dependence of product ratio is consistent with formation of a carbene adduct.