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Communication | Regular issue | Vol 20, No. 10, 1983, pp.1969-1973
Published online, 1st January, 1970
DOI: 10.3987/R-1983-10-1969
A Synthesis of Mixed Tetrahydroisoqunoline Dimers via p-Quinol Acetate

Hiroshi Hara, Masatoshi Murakata, Osamu Hoshino, Bunsuke Umezawa, and Yoichi Iitaka

*Faculty of Pharmaceutical Sciences, Science University of Tokyo, 2641 Yamazaki, Noda, Chiba 278-8510, Japan


Several mixed tetrahydroisoquinoline dimers (4, 6, 7, 10b, 11b, 12b, and 13b) were prepared by reaction of the p-quinol acetate (1a) and the corresponding phenolic tetrahydroisoquinolines. In the case of 5-hydroxytetrahydroisoquinoline (14), a different kind of dimer (16) was obtained together with 15. A radical mechanism was presented for these reactions.