N-Acyl-1,2,3-triazoles – key intermediates in denitrogenative transformations

0573759 - ÚOCHB 2024 RIV GB eng J - Journal Article
Motornov, Vladimir - Pohl, Radek - Klepetářová, Blanka - Beier, Petr
N-Acyl-1,2,3-triazoles – key intermediates in denitrogenative transformations.
Chemical Communications. Roč. 59, č. 61 (2023), s. 9364-9367. ISSN 1359-7345. E-ISSN 1364-548X
R&D Projects: GA ČR(CZ) GA23-04659S
Institutional support: RVO:61388963
Keywords : metal-free synthesis * 1,2,3-triazoles * transannulation
OECD category: Organic chemistry
Impact factor: 4.9, year: 2022
Method of publishing: Open access
https://doi.org/10.1039/D3CC00987D

Elusive N-acyl-1,2,3-triazoles formed by direct acylation of NH-1,2,3-triazoles were isolated and fully characterized, including X-ray crystallography. A preference for the formation of thermodynamic N2 isomers was established. Direct evidence of interconversion between N1- and N2-acyltriazoles confirmed their value in denitrogenative transformations. Efficient synthesis of enamido triflates from NH-triazoles via the intermediacy of N2-acyl-1,2,3-triazoles was developed.
Permanent Link: https://hdl.handle.net/11104/0344129


Research data: CCDC, CCDC