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  • EN_0666

    Final published version, 480 KB, PDF document

DOI

The reactions of 4-aryl-1-tosyl-1,2,3-triazoles with substituted primary 2- or 4-nitroanilines, catalyzed by dirhodium tetrapivalate were
used to synthesize stable (Z)-N-aryl-N'-tosylethene-1,2-diamines. The analogous reaction of 4-phthalimido-1-tosyl-1Н-1,2,3-triazole with
2-bromo-4-nitroaniline proceeded upon heating in the absence of catalyst, providing the first example for non-catalytic insertion of a
carbene generated from 1-sulfonyl-1,2,3-triazole into an N–H bond. All ethene-1,2-diamines were isolated without resorting to
chromatographic purification. The synthesized ethene-1,2-diamines contained two NH groups in a cis relationship and present interest as
new bidentate ligands, as well as substrates for the synthesis of N,N-heterocycles.
Original languageEnglish
Pages (from-to)666-671
Number of pages6
JournalChemistry of Heterocyclic Compounds
Volume59
Issue number9/10
Early online date14 Nov 2023
DOIs
StatePublished - 14 Nov 2023

ID: 114011055