Direct irradiation of a series of α,α-dichlorocyclobutanones in benzene solutions results in photocycloelimination to give 1,1-dichloroalkenes in yields ranging from 30-65%. The α,α-dichlorocyclobutanones were formed in good yields from the [2+2] cycloaddition of the terminal olefins with dichloroketene. This two-step sequence formally represents a "metathesis" of two olefinic functions and provides an easy access to functionalized 1,1-dichloroalkenes. Irradiation of the dichlorocyclobutanones in the solid state led to poor yields of 1,1-dichloroalkenes and polymeric mixtures, however, photoreactions performed in zeolites gave similar yields as those run in benzene solutions.Key words: dichlorocyclobutanones, dichloroalkenes, olefin metathesis, photocycloelimination.
在苯溶液中直接照射一系列α,α-二氯环丁酮会发生光环丁烯消除反应,产生收率在30-65%之间的1,1-二氯烯。α,α-二氯环丁酮是通过末端烯烃与二氯酮烯的[2+2]环加成反应高收率形成的。这个两步反应序列形式上代表了两个烯烃功能的“转化”,并提供了一种易于获得官能化1,1-二氯烯的途径。在固态中照射二氯环丁酮会导致1,1-二氯烯和聚合物混合物的收率较低,然而,在沸石中进行的光反应与在苯溶液中进行的反应产生了类似的收率。关键词:二氯环丁酮,二氯烯,烯烃转化,光环丁烯消除。