| Abstract
| - The synthetic applications of o-halobenzyl and p-halobenzyl sulfones as precursors of 1,3- and 1,5-zwitterionic synthons, respectively, are described. Their α-sulfonyl carbanions, generated by meansof the phosphazene base P2-Et or BuLi or K2CO3 under PTC conditions, reacted with differentelectrophiles such as alkyl halides, aldehydes, and electrophilic olefins. Palladium-catalyzed cross-coupling processes such as Heck, Suzuki, and Sonogashira reactions can be efficiently performedat the halogen atom. These two sequential functionalization processes are applied to the synthesisof ortho-substituted cinnamates and pharmaceuticals belonging to the family of p-biarylacetic acidssuch as 4-biphenylacetic acid, namoxyrate, xenyhexenic acid, and biphenylpropionic acid.
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