Abstract
| - The simple refluxing of allenynes, having a phenylsulfonyl functionality on the allenyl group, in xylene(or mesitylene) without microwave irradiation resulted in the efficient formation of bicyclo[5.2.0]nona-1,7-dienes and bicyclo[4.2.0]octa-1,6-dienes in high yields. This method was shown to be successfullyapplicable to the first construction of bicyclo[6.2.0]deca-1,8-dienes. Construction of the correspondingoxa- and azabicyclo[m.2.0] frameworks could also be attained. This thermal ring-closing reaction involvesthe formal [2+2] cycloaddition in which the distal double bond of an allenyl moiety exclusively servedas one of the π-components regardless of the position of the phenysulfonyl functionality on the allenylmoiety.
|