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[2+3]-Cycloadditions of diazoalkanes with imines of hexafluoroacetone and chloral


Mloston, G; Bodzioch, A; Cebulska, Z; Linden, A; Heimgartner, H (2007). [2+3]-Cycloadditions of diazoalkanes with imines of hexafluoroacetone and chloral. Polish Journal of Chemistry, 81(5-6):631-641.

Abstract

The reactions of N-arylimines 1 and 2 of hexafluoroacetone and chloral, respectively, with diazoalkanes at –60°C to room temperature led to the corresponding 4,5-dihydro-1H-[1,2,3]triazoles 4 and 5, respectively, in a regioselective [2+3]-cycloaddition. The structure of one example in each case has been established by X-ray crystallography. The thermal decomposition of these adducts yielded the corresponding aziridines, bearing two trifluoromethyl and one trichloromethyl group, respectively, at C(2).

Abstract

The reactions of N-arylimines 1 and 2 of hexafluoroacetone and chloral, respectively, with diazoalkanes at –60°C to room temperature led to the corresponding 4,5-dihydro-1H-[1,2,3]triazoles 4 and 5, respectively, in a regioselective [2+3]-cycloaddition. The structure of one example in each case has been established by X-ray crystallography. The thermal decomposition of these adducts yielded the corresponding aziridines, bearing two trifluoromethyl and one trichloromethyl group, respectively, at C(2).

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2007
Deposited On:04 Nov 2011 13:40
Last Modified:09 Dec 2017 16:41
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Polish State Committee for Scientific Research (grant PBZ-KBN-126/T09/12), F. Hoffmann-La Roche AG, Basel
Related URLs:http://ichf.edu.pl/pjch/pj-2007.htm (Publisher)

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