Vol. 4, Issue 9 (2015)

Author(s):
Ye O Tsapko

Abstract:
The work continues our research that deals with the search of biologically active compounds that are camphoric acid derivatives and dedicated to the synthesis of its new derivatives containing 1,3,4-oxadiazole cycle. To achieve this goal, at the first stage N'-aroylhydrazides of (±)-camphoric and (±)-cis-3-dichloromethyl-1,2,2-trimethylcyclopentancarboxylic acids were synthesized by acylation of aromatic acids hydrazides. It was established that dehydration of the obtained hydrazides of (±)-camphoric acid ended up with closure of imide cycle and formation of N‑[(1S,5R),(1R,5S)-1,8,8-trimethyl-2,4-dioxo-3-azabicyclo[3.2.1]оct-3-yl]benzamides. The target 1,3,4-oxadiazoles with 1,2,2-trimethylcyclopentane moiety were managed to obtain from N'-aroylhydrazides of (±)-cis-3-dichloromethyl-1,2,2-trimethyl­cyclopentancarboxylic acid.