Lewis-Acid-Mediated Intramolecular Cyclization of 4-Aryl-5-allyl-1,2,3-triazoles to Substituted Cyclopentene Derivatives

0567088 - ÚOCHB 2024 RIV US eng J - Článek v odborném periodiku
Janecký, Lukáš - Markos, Athanasios - Klepetářová, Blanka - Beier, Petr
Lewis-Acid-Mediated Intramolecular Cyclization of 4-Aryl-5-allyl-1,2,3-triazoles to Substituted Cyclopentene Derivatives.
Journal of Organic Chemistry. Roč. 88, č. 2 (2023), s. 1155-1167. ISSN 0022-3263. E-ISSN 1520-6904
Grant CEP: GA MŠMT LTAUSA18037
Institucionální podpora: RVO:61388963
Klíčová slova: diaryliodonium salts * alkynes * cycloisomerization
Obor OECD: Organic chemistry
Impakt faktor: 3.6, rok: 2022
Způsob publikování: Omezený přístup
https://doi.org/10.1021/acs.joc.2c02685

4-Aryl-5-allyl-N-fluoroalkyl-1,2,3-triazoles available by a three-component reaction of fluoroalkyl azides, copper acetylides, and allyl halides underwent aluminum halide-mediated transformation to N-(4-halo-2-aryl-cyclopentenyl) imidoyl halides by cyclization of vinyl cation intermediates, followed by halide capture. Utilization of the cyclic products was demonstrated by the synthesis of N-alkenyl amides, amidines, isoquinolines, and tetrazoles or by the subsequent modification of the cyclopentene ring.
Trvalý link: https://hdl.handle.net/11104/0338427


Vědecká data: CCDC