作者:Isabelle Altmeyer、Paul Margaretha
DOI:10.1002/hlca.19770600316
日期:1977.4.20
The 6-chloro-2-cyclohexenones 3, 6 and 11, and the 5-chloro-2-cyclopentenone 15 were newly synthesized. The results obtained with compounds 3 and 15 in photocycloadditions to olefins show that the oxetane vs. cyclobutane product ratio is reduced by the substitution of florine by chlorine in the α′ -position of the enone. No oxetanes are formed in the intramolecular photocycloaddition of 6. Compound
新合成了6-氯-2-环己烯酮3、6和11以及5-氯-2-环戊烯酮15。用化合物3和15在烯烃的光环加成中获得的结果表明,通过在烯酮的α′-位用氯取代弗洛林,降低了氧杂环丁烷与环丁烷的产物比。在分子内的光环加成6中没有形成氧杂环丁烷。化合物11不光加成至烯烃中。新合成的2-氯-3-环己烯酮8和9它们在λ= 366 nm的光下也是光稳定的,但是戊烷中的π-π*激发(λ= 254 nm)导致形成4,4-二甲基环己酮(29)。