TY - JOUR
T1 - Phenol oxidation and biosynthesis. Part 26. Isonitriles in the synthesis of benzylisoquinoline derivatives
AU - Barrett, Anthony G M
AU - Barton, Derek H R
AU - Falck, John R.
AU - Papaioannou, Dionysios
AU - Widdowson, David A.
PY - 1979
Y1 - 1979
N2 - 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.
AB - 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.
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U2 - 10.1039/p19790000652
DO - 10.1039/p19790000652
M3 - Article
AN - SCOPUS:33745354541
SN - 1472-7781
SP - 652
EP - 661
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -