Catalytic amounts of ytterbium triflate were used to promote the cleavage of aromatic imines with acylation reagents, including acyl chlorides and anhydrides or sulfonyl chlorides, to obtain aldehydes and acyl amides or sulfonamides in high yields. Products of Friedel–Crafts acylation have not been detected.
MaujeanA., and ChucheJ., Tetrahedron Lett., 1976, 17, 2905.
7.
MorimotoT., and SekiyaM., Chem. Pharm. Bull., 1976, 24, 1935.
8.
MaheasM.S., ChawlaH. P. S., AminS. G., and BoseA. K., Synthesis, 1977, 6, 407.
9.
DiurnoM.V., and MazzoniO., Tetrahedron, 1991, 47, 7417.
10.
FosbergJ.H., SpazianoV. T., BalasubramanianT. M., LiuG. K., KinsleyS. A., DuckworthC. A., PoterucaJ. J., BrownP. S., and MillerJ. L., J. Org. Chem., 1987, 52, 1017.
11.
Sadtler research laboratories, INC.Sadtler Standard N. M. R. Spectra, 1980, 26, 17061M.
12.
Sadtler research laboratories, INC.Sadtler Standard N. M. R. Spectra, 1980, 11, 6900M.
13.
The Merk Index, 10th edn, Merk & CO., INC., 1983, p. 7.
14.
JosephG.C., and GeorgeL. W., J. Am. Pharm. Assoc., 1953, 42, 740.
15.
GrammaticakisP., Bull. Soc. Chim. France, 1948, 979.
