Sulfones as Chemical Chameleons: Versatile Synthetic Equivalents of Small-Molecule Synthons.

Sulfones are flexible functional groups that can act as nucleophiles, electrophiles, or even radicals. Changing the reaction conditions can completely alter the reactivity of a sulfonyl group, and as a result, molecules bearing multiple sulfones are versatile building blocks. This Review highlights the unique ability of 1,1- and 1,2-bis(sulfones) to masquerade as a vast array of reactive synthons including methane polyanions, vinyl cations, and all-carbon dipoles that would be difficult or impossible to access directly.