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Hamze, Clémence; Brossier, Julie; Karaghiosoff, Konstantin; Godineau, Edouard und Knochel, Paul ORCID logoORCID: https://orcid.org/0000-0001-7913-4332 (2023): Selective and Stepwise Functionalization of the Pyridazine Scaffold by Using Thio‐Substituted Pyridazine Building Blocks. In: Chemistry – A European Journal, Bd. 29, Nr. 63 [PDF, 7MB]

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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