Regioselective oxidative alkenylation of 4-azaindazole and 7-azaindazole N-oxides at the six-membered ring: N-oxide-mediated hydroxylation
Abstract
This work focuses on the development of a new methodology for the regioselective functionalization of 4-azaindazole and 7-azaindazole N -oxide through oxidative alkenylation, specifically targeting the pyridine moiety. The study explores an unexplored area of regioselective oxidative alkenylation of 6,5-fused bicyclic compounds within the six-membered ring. The research also reports the isolation and characterization of hydroxylated products, involving C-O bond formation, which emerged as significant side products during this investigation. In this approach, N -oxide is proposed to play a dual role as a traceless directing group as well as a source of an oxygen atom. This catalytic method involves the simultaneous formation of new C−C and C−O bonds.
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BibTeX
@article{harrouni2026regioselective,
title = {{Regioselective oxidative alkenylation of 4-azaindazole and 7-azaindazole N-oxides at the six-membered ring: N-oxide-mediated hydroxylation}},
author = {Hassan Harrouni and Sarah Nassiri and Marie-Aude Hiebel and Franck Suzenet and Gérald Guillaumet and Saïd El Kazzouli},
journal = {Tetrahedron Chem},
year = {2026},
month = oct,
doi = {10.1016/j.tchem.2026.100167},
url = {https://cnrs.hal.science/hal-05775153v1},
note = {CC BY-NC-ND},
}
RIS
TY - JOUR
TI - Regioselective oxidative alkenylation of 4-azaindazole and 7-azaindazole N-oxides at the six-membered ring: N-oxide-mediated hydroxylation
AU - Hassan Harrouni
AU - Sarah Nassiri
AU - Marie-Aude Hiebel
AU - Franck Suzenet
AU - Gérald Guillaumet
AU - Saïd El Kazzouli
PY - 2026
DA - 2026/10/02
JO - Tetrahedron Chem
DO - 10.1016/j.tchem.2026.100167
UR - https://cnrs.hal.science/hal-05775153v1
AB - This work focuses on the development of a new methodology for the regioselective functionalization of 4-azaindazole and 7-azaindazole N -oxide through oxidative alkenylation, specifically targeting the pyridine moiety. The study explores an unexplored area of regioselective oxidative alkenylation of 6,5-fused bicyclic compounds within the six-membered ring. The research also reports the isolation and characterization of hydroxylated products, involving C-O bond formation, which emerged as significant side products during this investigation. In this approach, N -oxide is proposed to play a dual role as a traceless directing group as well as a source of an oxygen atom. This catalytic method involves the simultaneous formation of new C−C and C−O bonds.
SN - 2666-951X
ER -