SCANDIUM TRIFLUOROMETHANESULFONATE AS AN ACTIVE CATALYST IN THE DECARBONYLATION OF AROMATIC-ALDEHYDES

Authors
CASTELLANI CB CARUGO O GIUSTI M LEOPIZZI C PEROTTI A INVERNIZZI AG VIDARI G
Citation
Cb. Castellani et al., SCANDIUM TRIFLUOROMETHANESULFONATE AS AN ACTIVE CATALYST IN THE DECARBONYLATION OF AROMATIC-ALDEHYDES, Tetrahedron, 52(33), 1996, pp. 11045-11052
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
33
Year of publication
1996
Pages
11045 - 11052
Database
ISI
SICI code
0040-4020(1996)52:33<11045:STAAAC>2.0.ZU;2-G
Abstract
Scandium trifluoromethanesulphonate efficiently catalyzes the cecarbon ylation of 2,4,6-trimethoxybenzaldehyde (1) which, on heating in MeOH solution, is deformylated neatly and completely in a few minutes, yiel ding 1,3,5 trimethoxybenzene and methyl format. The reaction was studi ed by UV and NMR spectroscopy, which gave evidence for the reaction me chanism. Aromatic aldehydes less electron rich than 1 were decarbonyla ted more sluggishly. The unique catalytic properties of Sc(OTf)3 were compared with other non transition metal triflates. Copyright (C) 1996 Elsevier Science Ltd