70751-01-8Relevant academic research and scientific papers
Cobalt-Catalyzed Preparation of N -Heterocyclic Organozinc Reagents from the Corresponding Heteroaryl Chlorides
Godineau, Edouard,Graβl, Simon,Knochel, Paul,Kremsmair, Alexander,Seifert, Christoph J. B.
, p. 4068 - 4074 (2021/08/10)
Various substituted and unsubstituted N -heteroaryl chlorides have been converted into their corresponding organozinc species using zinc dust in the presence of zinc pivalate and 10% CoCl 2in benzonitrile at 25 °C. The resulting heteroarylzinc
Pd- and Ni-catalyzed cross-coupling reactions of functionalized organozinc reagents with unsaturated thioethers
Melzig, Laurin,Metzger, Albrecht,Knochel, Paul
supporting information; experimental part, p. 2948 - 2956 (2011/04/16)
A variety of unsaturated thioethers have been subjected to cross-coupling reactions with functionalized zinc reagents in the presence of a transition-metal catalyst. Three different catalytic systems based on Pd(OAc)2 or [Ni(acac)2] and the ligands S-Phos or DPE-Phos gave the best results. N-Heterocyclic thioethers based on a pyridine, pyrimidine, pyrazine, pyridazine, triazine, benzothiazole, benzoxazole, pyrrole, or quinazoline ring, as well as thiomethylacetylenes, serve as electrophiles in this cross-coupling reaction. Aryl-, heteroaryl-, benzylic, and alkylzinc halides with sensitive functionalities, such as ester, nitrile, or ketone groups react at ambient temperature with unsaturated thioethers using a Ni catalyst. The corresponding Pd-catalyzed reactions require slightly higher temperatures. Large-scale cross-coupling experiments (10-20 mmol) with N-heterocycles are also reported.
Synthesis of substituted 3-amino-6-arylpyridazines via Suzuki reaction
Parrot,Rival,Wermuth
, p. 1163 - 1168 (2007/10/03)
Starting from the commercially available 3,6-dichloropyridazine, N3- substituted 3-amino-6-arylpyridazines were prepared in good yields and under mild conditions by means of two simple steps: a nucleophilic substitution and a palladium-catalyzed Suzuki coupling.
