Mechanochemical Magnesium-Mediated Minisci C-H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides.

Autor: Wu C; National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China., Ying T; National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China., Yang X; National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China., Su W; National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China., Dushkin AV; National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China.; Institute of Solid-State Chemistry and Mechanochemistry, Novosibirsk 630128, Russia., Yu J; National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2021 Aug 20; Vol. 23 (16), pp. 6423-6428. Date of Electronic Publication: 2021 Aug 05.
DOI: 10.1021/acs.orglett.1c02241
Abstrakt: A novel method to synthesize 4-alkylpyrimidines by the mechanochemical magnesium-mediated Minisci reaction of pyrimidine derivatives and alkyl halides has been reported. The reaction process operates with a broad substrate scope and excellent regioselectivity under mild conditions with no requirement of transition-metal catalysts, solvents, and inert gas protection. The practicality of this protocol has been demonstrated by the up-scale synthesis, mechanochemical product derivatization, and antimalarial drug pyrimethamine preparation.
Databáze: MEDLINE
Externí odkaz: