Selective and Stepwise Functionalization of the Pyridazine Scaffold by using Thio‐substituted Pyridazine Building Blocks
Clémence Hamze
1
,
Julie Brossier
1
,
Konstantin Karaghiosoff
1
,
Edouard Godineau
2
,
Paul Knochel
1
2
Research & Development Syngenta Crop Protection AG Schaffhauserstrasse 101 4332 Stein Switzerland
|
Publication type: Journal Article
Publication date: 2023-10-03
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
PubMed ID:
37534401
General Chemistry
Catalysis
Organic Chemistry
Abstract
We described a regioselective tri‐ and tetra‐functionalization of the pyridazine scaffold using two readily available building blocks: 3‐alkylthio‐6‐chloropyridazine and 3,4‐bis(methylthio)‐6‐chloropyridazine by performing selective metalations with TMPMgCl ⋅ LiCl and catalyst‐tuned cross‐coupling reactions with arylzinc halides. Several of the resulting pyridazines were converted into more elaborated N‐heterocycles such as thieno[2,3‐c]pyridazines and 1H‐pyrazolo[3,4‐c]pyridazines.
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Hamze C. et al. Selective and Stepwise Functionalization of the Pyridazine Scaffold by using Thio‐substituted Pyridazine Building Blocks // Chemistry - A European Journal. 2023. Vol. 29. No. 63.
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Hamze C., Brossier J., Karaghiosoff K., Godineau E., Knochel P. Selective and Stepwise Functionalization of the Pyridazine Scaffold by using Thio‐substituted Pyridazine Building Blocks // Chemistry - A European Journal. 2023. Vol. 29. No. 63.
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TY - JOUR
DO - 10.1002/chem.202302156
UR - https://doi.org/10.1002/chem.202302156
TI - Selective and Stepwise Functionalization of the Pyridazine Scaffold by using Thio‐substituted Pyridazine Building Blocks
T2 - Chemistry - A European Journal
AU - Hamze, Clémence
AU - Brossier, Julie
AU - Karaghiosoff, Konstantin
AU - Godineau, Edouard
AU - Knochel, Paul
PY - 2023
DA - 2023/10/03
PB - Wiley
IS - 63
VL - 29
PMID - 37534401
SN - 0947-6539
SN - 1521-3765
ER -
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BibTex (up to 50 authors)
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@article{2023_Hamze,
author = {Clémence Hamze and Julie Brossier and Konstantin Karaghiosoff and Edouard Godineau and Paul Knochel},
title = {Selective and Stepwise Functionalization of the Pyridazine Scaffold by using Thio‐substituted Pyridazine Building Blocks},
journal = {Chemistry - A European Journal},
year = {2023},
volume = {29},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/chem.202302156},
number = {63},
doi = {10.1002/chem.202302156}
}