10295-35-9

Upstream product

• 67445-64-1 N-(α-Trichlormethylbenzyl)-p-anisidin 
• 76757-58-9 (4-Methoxy-phenyl)-[2,2,2-trichloro-1-phenyl-eth-(E)-ylidene]-amine 
• 67-66-3 chloroform 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 100-52-7 benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 2743-00-2 4-methoxy-N-(1-phenylethylidene)aniline 

Relevant academic research and scientific papers

PEG400-enhanced synthesis of gem-dichloroaziridines and gem-dichlorocyclopropanes via in situ generated dichlorocarbene

PEG400 is employed as an efficient phase transfer catalyst for the cycloaddition reaction of imines with dichlorocarbene, which is generated in situ from chloroform and sodium hydroxide, to give gem-dichloroaziridines in moderate to excellent yields at ambient temperature. This protocol is also extended to the synthesis of cyclopropanes from a variety of alkenes. In this study, PEG400 behaves as a phase transfer reagent thanks to its ability to coordinate with alkali metal cations. Notably, the one-pot synthesis of gem-dichloroaziridines from benzaldehyde and aromatic amines has also been successfully performed. The in situ generated acid, derived from CO2 and H2O, can also be effectively applied to promote the amide synthesis via the gem-dichloroaziridine pathway. The application of the gem-dichlorocyclopropane as a platform chemical is also briefly demonstrated, to afford the 2-phenylacrylaldehyde derivative via a ring-opening reaction. The Royal Society of Chemistry 2013.

Synthesis of 2,2-Dichloro-1,3-diarylaziridines by Reduction of Trichloroacetophenone Imines

2,2-Dichloro-1,3-diarylaziridines, usually obtained by addition of dichlorocarbene to benzylideneanilines, were synthesized by reaction of N-aryl-α,α,α-trichloroacetophenone imines with lithium aluminium hydride in ether.

Reactions of 1-Trichloromethyl-substituted Amines with Potassium tert-Butoxide

The reaction of 1-trichloromethyl-substituted amines with tert-butoxide has been shown to provide important entries into a number of groups of functionalized amines, i.e., 2,2-dichlorovinylamines (which are also convertible into chloroynamines with a large excess of tert-butoxide), 2,2-dichloroenamines, N-(α-dichloromethylbenzylidene)amines and 2,2-dichloroaziridines.The formation of the products in individual cases depends upon the structure of the amine substrate.Keywords - 1-trichloromethyl-substituted amines; potassium tert-butoxide; 2-chloroynamines; 2,2-dichloroenamines; N-(α-dichloromethylbenzylidene)amines; 2,2-dichloroaziridines; elimination of hydrogen chloride