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Synthesis of a Substance Containing the Chelerythrine-Sanguinarine Skeleton (C, N, O)

Abstract

THE skeleton indicated is (I) and we first attempted an extension of the method whereby (II) had been synthesized in 19371. However, cyclization of 1-formamido-6: 7-dimethoxy-2-(2â-bromo-4â: 5â-dimethoxy)phenyl-1: 2: 3: 4-tetrahydronaphthalene could not be effected. R. D. Haworth2 was also interested in this problem and prepared 6: 7-dimethoxy-3-(3â: 4â-dimethoxy)phenacylphthalide (III), but was unable to add the elements of hydrocyanic acid to this substance.

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References

  1. Richardson, Robinson and Seijo, J. Chem. Soc., 835 (1937).

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  2. Haworth, R. D., J. Chem. Soc., 1312 (1937).

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BAILEY, A., ROBINSON, R. Synthesis of a Substance Containing the Chelerythrine-Sanguinarine Skeleton (C, N, O). Nature 164, 402 (1949). https://doi.org/10.1038/164402a0

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