Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Thioamides. III. A New Synthetic Method of the 3, 4-Dihydroisoquinoline Derivatives by the Cyclodesulfurization of Thioamides
M.E. Omar Abdul-MohsenShun-ichi Yamada
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1966 Volume 14 Issue 8 Pages 842-855

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Abstract
A new type of ring closure has been established for the synthesis of some 1-substituted-6, 7-dimethoxy-3, 4-dihydroisoquinoline derivatives through desulfurization of N- (3, 4-dimethoxyphenethyl) thioamides. Mercuric chloride proved to be the only effective desulfurizing agent which produces the optimum yield of cyclized products when three moles of it are used for each mole of thioamide in acetonitrile. A reaction mechanism was tentatively proposed from the intermediates. Several organic mercurial products such as II, VI and VII were also obtained.
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© The Pharmaceutical Society of Japan
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