42010-77-5

Upstream product

• 3140-73-6 2-chloro-4,6-dimethoxy-1 ,3,5-triazine 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 1172576-91-8 diethyl(p-methoxyphenyl)aluminum 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 36335-90-7 2,4-dimethoxy-6-(methylthio)-1,3,5-triazine 

Relevant academic research and scientific papers

Pd- and Ni-catalyzed cross-coupling reactions of functionalized organozinc reagents with unsaturated thioethers

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.

Cobalt-catalyzed arylation or benzylation of 2-chloro-4,6-dimethoxy-1,3,5- triazine

A variety of functionalized aryl bromides or benzyl chlorides were coupled with 2-chloro-4,6-dimethoxy-1,3,5-trazine in good yields by a one-step procedure via cobalt catalysis. Georg Thieme Verlag Stuttgart.

Organometallic alkylation of 2-chloro-4,6-dimethoxy-1,3,5-triazine: A study

The reactivity of 2-chloro-4,6-dimethoxy-1,3,5-triazine (1) has been investigated in Pd- or Ni-catalyzed cross-coupling processes with organostannanes, Grignard reagents, organoalanes and organozinc halides. All organometallic reagents considered form new C-C bonds on the heteroaromatic ring and afford the corresponding 2-alkyl-4,6-dimethoxy-1,3,5-triazines in moderate to very good yields. The collected data allows the choice of the alkylating agent as well as the experimental conditions depending on the residue to transfer.