Synthesis of 2-methyl-4,5,6,7,8,9,10,11,12,13-decahydrocyclododeca[b]pyrrole and its N-substituted derivatives from 2-acetonylcycIododecanone and 2-propargylcyclododecanone

A new and facile method is proposed for the synthesis of 2-acetonylcyclododecanone and 2-(chloromethyl)-3,5-dioxa-1-hexene under phase transfer catalysis conditions. 2-Methyldecahydrocyclododecab]pyrrole and its N-substituted derivatives are easily obtained when 2-acetonylcyclododecanone reacts with ammonia or primary amines. 2-Methyl-N-phenyldecahydrocyclododecae]pyrrole was prepared from easily accessible 2-propargylcyclo-dodecanone and aniline under mild conditions using HgCl₂ as the catalyst.Translated fromIzyestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 416–417, February, 1993.