865811-77-4Relevant academic research and scientific papers
Halogen effects in Robinson-Gabriel type reaction of cyclopropanecarboxylic acid N′-substituted-hydrazides with PPh3/CX4
Yang, Yong-Hua,Shi, Min
, p. 6285 - 6288 (2005)
We found that the reaction of cyclopropanecarboxylic acid N′-substituted-hydrazides with PPh3/CCl4 proceeded smoothly to give the corresponding normal Robinson-Gabriel type product 2-cyclopropyl-5-substituted-[1,3,4]-oxadiazoles in good yields. Using CBr 4 or CI4 instead of CCl4 in the above system, the ring opening of cyclopropane occurred after dehydration to give the corresponding 2-(3-halopropyl)-5-substituted-[1,3,4]-oxadiazoles (4 or 5) in good yields.
