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Intramolecular Metal‐Free N−N Bond Formation with Heteroaromatic Amines: Mild Access to Fused‐Triazapentalene Derivatives
Author(s) -
Daniel Matthieu,
Hiebel MarieAude,
Guillaumet Gérald,
Pasquinet Eric,
Suzenet Franck
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201905558
Subject(s) - intramolecular force , reagent , chemistry , iodine , combinatorial chemistry , fluorescence , metal , nitrogen , organic chemistry , quantum mechanics , physics
Formation of N−N bonds may offer an original approach to various nitrogen‐containing heterocycles with numerous applications. For this purpose, we found that readily available heteroaromatic amines are appropriate substrates for providing an efficient and innovative approach for the formation of N−N bonds in the presence of iodine (III) reagent in very mild conditions. This method makes it possible to synthesize nitrogen rich triazapentalene derivatives exhibiting fluorescent properties, inaccessible with existing approaches.