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Scandium trifluoromethanesulphonate as an active catalyst in the decarbonylation of aromatic aldehydes

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
52
Issue
33
Identifiers
DOI: 10.1016/0040-4020(96)00622-9

Abstract

Abstract 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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