Addition of Dichloro- and Dibromocarbene to 1,2-Diphenylcyclobutene
作者:Robert A. Wagner、Jürgen Weber、Udo H. Brinker
DOI:10.1246/cl.2000.246
日期:2000.3
3-Diphenyl-2-halocyclopenta-1,3-dienes 12 were isolated which result from addition of the dihalocarbenes to the cyclobutene double bond of 7. A cationic cyclopropyl-allyl rearrangement (CCA) in gem-dihalobicyclopentanes 8 leads to 2,3-dihalocyclopentenes 9, which under the reaction conditions are dehydrohalogenated to 12. A second carbene addition and rearrangement afford aromatic compounds 11 and 16.