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Source: Sulfur trioxide pyridine complex

Sulfur trioxide pyridine complex is the compound with the formula C5H5NSO3. It is a colourless solid that dissolves in polar organic solvents. It is the adduct formed from the Lewis base pyridine and the Lewis acid sulfur trioxide. The compound is mainly used as a source of sulfur trioxide, for example in the synthesis of sulfate esters from alcohols:

ROH + C5H5NSO3 → [C5H5NH]+[ROSO3]−
It also is useful for sulfamations:

R2NH + C5H5NSO3 → C5H5N + R2NSO3H
The compound is used for sulfonylation reactions, especially in the sulfonylation of furans. It is also an activating electrophile in a Parikh-Doering oxidation.