Issue 0, 1971

Total synthesis of O-methylandrocymbine by a photo-Pschorr reaction and synthesis of thalifoline

Abstract

The total synthesis of O-methylandrocymbine (4) has been accomplished by photolysis of the diazonium salts (10) and (15) of 6,7-dimethoxy-(11) and 7-benzyloxy-6-methoxy-1-(2-amino-3,4-5-trimethoxyphenethyl)-1,2,3,4-tetrahydr-2-methylisoquinoline (14). On the other hand, pyrolysis of the diazonium salt (15) gave the spiroisoquinoline (32). Moreover, thalifoline (24) was obtained by debenzylation of the by-product (23) in the photolysis and pyrolysis of the latter compound (15).

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 1792-1796

Total synthesis of O-methylandrocymbine by a photo-Pschorr reaction and synthesis of thalifoline

T. Kametani, M. Koizumi and K. Fukumoto, J. Chem. Soc. C, 1971, 1792 DOI: 10.1039/J39710001792

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