Tetrahedron p. 11045 - 11052 (1996)
Update date:2022-08-29
Topics:
Castellani, Carla Bisi
Carugo, Oliviero
Giusti, Manuel
Leopizzi, Claudia
Perotti, Angelo
Invernizzi, Anna Gamba
Vidari, Giovanni
Scandium trifluoromethanesulphonate efficiently catalyzes the decarbonylation of 2,4,6-trimethoxybenzaldehyde (1) which, on heating in MeOH solution, is deformylated neatly and completely in a few minutes, yielding 1,3,5 trimethoxybenzene and methyl formate. The reaction was studied by UV and NMR spectroscopy, which gave evidence for the reaction mechanism. Aromatic aldehydes less electron rich than 1 were decarbonylated more sluggishly. The unique catalytic properties of Sc(OTf)3 were compared with other non transition metal triflates.
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