179737-87-2

Upstream product

• 89798-04-9 Tetrahydro-cyclopenta[1,3,2]dioxathiole 2,2-dioxide 
• 62-53-3 aniline 
• 101593-89-9 2-(phenylamino)cyclopentanol 
• 285-67-6 Cyclopentene oxide 
• 2325-27-1 N-phenyltriphenyliminophosphorane 

Downstream Products

• 1178866-45-9 (1S,2S)-N-phenyl-N'-(4-trifluoromethylphenyl)-cyclopentane-1,2-diamine 
• 1178866-43-7 (1S,2S)-N-phenyl-N'-(p-tolyl)cyclopentane-1,2-diamine 
• 1178866-44-8 (1S,2S)-N-(4-methoxyphenyl)-N'-phenylcyclopentane-1,2-diamine 

Relevant academic research and scientific papers

Aluminum-Catalyzed Formation of Functional 1,3,2-Dioxathiolane 2-Oxides from Sulfur Dioxide: An Easy Entry towards N-Substituted Aziridines

Aluminum(III) complexes derived from aminotriphenolate ligands are shown to be excellent catalysts for the formation of cyclic sulfites from a range of (functionalized) terminal and internal epoxides, and ex situ generated sulfur dioxide. The developed catalytic protocol is characterized by its operational simplicity, wide scope in epoxide reaction partners, good to excellent isolated yields and mild reaction conditions [50–70 °C, p(SO2) a three-step protocol. (Figure presented.).

Mild and efficient method for regioselective ring opening of aziridines with amines by bismuth trichloride

Aziridines undergo the facile ring opening with anilines to afford the 1,2-diamines in excellent yields by bismuth trichloride in acetonitrile at ambient temperature.

Zinc(II)-catalysed transformation of epoxides to aziridines

The Lewis acid-catalysed transformation of epoxides to aziridines with iminophosphoranes as the nitrogen-fragment donor has been investigated. Of the Lewis acids tested, zinc(II) complexes had the best catalytic properties. The method works best for terminal and cyclic epoxides, internal epoxides being less reactive. Of the various iminophosphoranes employed N-(triphenylphosphoranylidene)-aniline and -isopropylamine were the most successful. The zinc(II)-catalysed reaction has been studied for chiral styrene oxides for which the enantiomeric excess of the aziridine produced is dependent on the reaction time. The reaction of achiral and chiral styrene oxides and N-(triphenylphosphoranylidene)aniline in the presence of a zinc(II) complex having a chiral ligand has been investigated as has the reaction for cis-deuteriostyrene oxide in order to obtain information about the stereochemical outcome of the reaction. A mechanism for the title reaction is discussed on the basis of the experimental results.