Hamze Clémence, Brossier Julie, Karaghiosoff Konstantin, Godineau Edouard, Knochel Paul
Department of Chemistry, Ludwig-Maximilians University, Butenandtstraße 5-13, Haus F, 81377, Munich, Germany.
Research & Development, Syngenta Crop Protection AG, Schaffhauserstrasse 101, 4332, Stein, Switzerland.
Chemistry. 2023 Nov 13;29(63):e202302156. doi: 10.1002/chem.202302156. Epub 2023 Oct 3.
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.
3-烷硫基-6-氯哒嗪和3,4-双（甲硫基）-6-氯哒嗪，通过用TMPMgCl·LiCl进行选择性金属化以及与芳基卤化锌进行催化剂调控的交叉偶联反应。所得的几种哒嗪被转化为更复杂的N-杂环化合物，如噻吩并[2,3-c]哒嗪和1H-吡唑并[3,4-c]哒嗪。
