Methylene Analogs of Cyclobutenedione. VIII. The Oxidation of 1-Halo-and 1,2-Dihalo-3,4-bis(diphenylmethylene)cyclobut-1-enes
作者:Fumio Toda、Fumio Monden、Mitsuru Ohi
DOI:10.1246/bcsj.47.316
日期:1974.2
The ether peroxide-catalyzed oxidation of 1-chloro- (X) and 1,2-dichloro-3,4-bis(diphenylmethylene)cyclobut-1-enes (V) afforded two ring-opened products, XI and VI respectively. However, neither X nor V was oxidized by photooxidation. By the photooxidation, 1-bromo- (XVI) and 1,2-dibromo-3,4-bis(diphenylmethylene)cyclobut-1-enes (II) were converted to cyclobutanones, XIII and I respectively. Although
过氧化物催化氧化 1-氯-(X) 和 1,2-二氯-3,4-双(二苯基亚甲基) 环丁-1-烯 (V) 分别得到两种开环产物 XI 和 VI。然而,X 和 V 都没有被光氧化氧化。通过光氧化,1-溴-(XVI)和1,2-二溴-3,4-双(二苯基亚甲基)环丁-1-烯(II)分别转化为环丁酮XIII和I。尽管 II 对过氧化物催化氧化是惰性的,但 XVI 被该程序氧化。然而,后一反应的主要产物是环丁酮 (XIII)。描述了这些反应的机理。