Chem. Pap. (2018) 72:697–701 https://doi.org/10.1007/s11696-017-0325-2 ORIGINAL PAPER Photochemical route for the synthesis of novel 2-monosubstituted pyrido[2,3-d]pyrimidines by palladium-catalyzed cross-coupling reactions 1 2 Yassine Riadi Mohammed Geesi Received: 21 May 2017 / Accepted: 20 October 2017 / Published online: 28 October 2017 Institute of Chemistry, Slovak Academy of Sciences 2017 Abstract A novel and effective route for the synthesis of Graphical abstract 2-monosubstituted pyrido[2,3-d]pyrimidines is reported starting from the corresponding 2-halogeno- and 2-methylsulfanyl-pyrido[2,3-d]pyrimidine through a palla- dium-catalyzed cross-coupling has been described. The reaction involved original halogen discrimination under visible light as an alternative source of energy. Alterna- tively, monoarylated compounds were elaborated from 2-halogeno pyrido[2,3-d]pyrimidine by C2 chlorine further displacement and from 2-methylsulfanyl-pyrido[2,3- Keywords Palladium Pyridopyrimidines Cross- d]pyrimidine by C-alkylsulfanyl release. We have descri- coupling Halogen discrimination Monoarylated Visible bed the ﬁrst synthesis of mono substituted pyrido[2,3- light d]pyrimidine series using a two strategies using visible light as a powerful synthetic tool for the preparation of focused libraries of biologically active compounds. The use Introduction of available starting materials, easy reaction conditions and catalytic processes combined with high yields of products The discovery and continuing evolution of plladium-cat- are the main outcome of this method.
Chemical Papers – Springer Journals
Published: Oct 28, 2017
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