245408-83-7Relevant academic research and scientific papers
Photocycloelimination of α,α-dichlorocyclobutanones
Ramnauth, Jailall,Lee-Ruff, Edward
, p. 1245 - 1248 (2007/10/03)
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.
