87385-06-6

Upstream product

• 4333-56-6 cyclopropyl bromide 
• 36638-53-6 1-cyano-1-thiophenyl cyclopropane 
• 41596-88-7 1-lithio-1-(phenylthio)-cyclopropane 
• 5500-21-0 cyclopropropanecarbonitrile 

Downstream Products

• 87385-08-8 (3,4-dihydro-4-thiophenyl-2H-pyrrol-5-yl)cyclopropane 
• 87385-09-9 1-(3,4-dihydro-2H-pyrrol-5-yl)-1-thiophenyl-cyclopropane 

Relevant academic research and scientific papers

CYCLOPROPANONE EQUIVALENTS FROM 3-CHLOROPROPIONIC ACID. USE OF 1-PIPERIDINO-1-TRIMETHYLSILYLOXYCYCLOPROPANE IN SYNTHETIC APPLICATIONS

1-Piperidino-1-trimethylsilyloxycyclopropane and the corresponding 1-hydroxy-1-piperidinocyclopropane, conveniently prepared from the piperidide of 3-chloropropionic acid, react as cyclopropanone equivalents with various nucleophiles.Use of these derivatives in the formation of pyrroles, pyrrolines and pyrrolizidines is described.The rearrangement of dicyclopropyl ketimines is explored.

ACID-CATALYZED THERMOLYSIS OF DICYCLOPROPYL KETIMINES. SUBSTITUENT EFFECTS ON THE COURSE OF THE REARRANGEMENT

On thermolysis with ammonium halides, dicyclopropyl ketimines yield cyclopropyl pyrrolines resulting from SN2 ring-opening by the nucleophilic halide.In the absence of a nucleophilic counterion, the acid-catalyzed thermolyses lead to pyrroles if there can be stabilization of cationic intermediates by an electron-releasing substituent.