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Casiraghi formylation information


In organic synthesis, the Casiraghi formylation is the formation of a salicylaldehyde from a phenol and paraformaldehyde. The reaction requires a strong Brønsted base and a weak Lewis acid, and gives a methanol coproduct:[1]

(H2CO)2n + nB + nLA + nHArOH → nHC(=O)ArOH + n[HB][LA:OMe]

Formally, it combines the Cannizzaro disproportionation with a directed Friedel-Crafts acylation.

In Casiraghi's original 1978 formulation, Grignard reagents served as both the hindered base and Lewis acid.[2][3]

Applications include the synthesis of tocopherol derivatives.[4]

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Casiraghi formylation

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