Lithiomethyl and toluene-4-sulphonyl(potassiomethyl)isonitriles have been applied in short high-yield homologations of O-benzylvanillin, O-benzylisovanillin, and veratraldehyde giving N-(2-arylethyl)-2-arylacetamides and subsequently isoquinoline derivatives. These experiments are relevant to the preparation of alkaloids including papaverine and reticuline.
A. G. M. Barrett, D. H. R. Barton, J. R. Falck, D. Papaioannou and D. A. Widdowson, J. Chem. Soc., Perkin Trans. 1, 1979, 652 DOI: 10.1039/P19790000652
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