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Communication | Regular issue | Vol 24, No. 8, 1986, pp.2121-2125
Published online, 1st January, 1970
DOI: 10.3987/R-1986-08-2121
A New Route to 1-Acyl-5-oxoperhydroazocine Core Using 1,2,3,5,6,7-Hexahydropyrrolizinium Perchlorates

Seiji Miyano,* Nobuko Mibu, Michiko Irie, and Kunihiro Sumoto

*Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan


A convenient simple method for the synthesis of 1-substituted 5-oxoperhydroazocines (1) is described. The method consists of N-acylation of 5-oxoperhydroazocine which is one of the tautomers of the pseudobase (3) generated by the treatment of 1,2,3,5,6,7-hexahydropyrrolizinium perchlorate with aqueous alkali.