Abstract
An efficient diastereoselective synthesis of oxindole-appended
vinyl cyclopropanes from bromo isomerised Morita-Baylis-Hillman
adducts of isatin with activated alkylidene and isatilidines via
sulfur ylide cyclopropanation reaction have been achieved. The synthesised
vinyl cyclopropanes have undergone vinyl cyclopropane rearrangement
and [3+2] cycloaddition with an allene
to afford dispiro bisoxindole bridged by cyclopentene and spirocyclopentene-2-oxindole-bridged
spirocyclopropane-2-oxindole derivatives, respectively.
Key words
diastereoselective synthesis - vinyl cyclopropanes - vinyl cyclopropane rearrangement - [3+2] cycloaddition
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