反应详情

The ethyl bromocinnamate 9F is treated with diisobutylaluminum hydride (DIBAL) to give the alcohol, which is then coupled with an alkyl bromide to give the styrene ether 9G. This ether is then coupled with alkyne 9E, again using a palladium catalyst, to give the tolane styrene 1H. Alternatively, the alkyne can be coupled with the original cinnamate to give a tolane cinnamate. If desired, the ester group can be derivatized by sequential hydrolysis, conversion to an acid chloride, and reaction with an alkanol to give the tolane cinnamate 9I.