NEW, FACILE SYNTHESIS OF 3,3-DISUBSTITUTED PHTHALIDES BASED ON THE REACTION OF alpha-SUBSTITUTED 2-LITHIOSTYRENES WITH CARBON DIOXIDE

[摘要]：A new method to prepare 3,3-disubstituted phthalides [isobenzofuran-1(3H)-ones] from alpha-substituted 2-bromostyrenes has been developed. The reaction of alpha-substituted 2-lithiostyrenes, generated in situ by bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, with carbon dioxide gave the corresponding lithium 2-vinylbenzoates, which upon treatment with concentrated hydrochloric acid afforded the desired products in one pot.

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