864083-69-2Relevant academic research and scientific papers
Unexpected O-H Insertion of Rhodium-Azavinylcarbenes with N-Acylhydrazones: Divergent Synthesis of 3,6-Disubstituted- and 3,5,6-Trisubstituted-1,2,4-Triazines
Meng, Jiang,Wen, Min,Zhang, Shiwei,Pan, Peiwen,Yu, Xingxin,Deng, Wei-Ping
, p. 1676 - 1687 (2017/02/10)
A practical and efficient method for divergent synthesis of 3,6-disubstituted- and 3,5,6-trisubstituted-1,2,4-triazines via unexpected rhodium-catalyzed O-H insertion/rearrangement/conditions-controlled intramolecular cyclization and oxidation reaction under mild conditions has been developed. Notably, it is the first example for the synthesis of 1,2,4-triazines with different substituted-patterns via a common intermediate with excellent chemoselectivities by the reaction of N-acylhydrazones as aze-[3C] or [4C] synthons with N-sulfonyl-1,2,3-triazoles as aze-[2C] synthons. Furthermore, this method allows direct access to di(het)aryl ketone frameworks containing 1,2,4-triazine moiety for the first time, serving as a versatile building block for the synthesis of other useful heterocyclic skeletons, such as pyridine or pyridazinone-fused triazine in excellent yields.
Cycloadditions of aryl-substituted 1,2,4-triazines with 2-cyclopropylidene-1,3-dimethylimidazolidine - Zwitterions as discrete intermediates
Ernd, Michael,Heuschmann, Manfred,Zipse, Hendrik
, p. 1491 - 1518 (2007/10/03)
Cycloadditions of 2-cyclopropylidene-1,3-dimethylimidazolidine (1), a strong, electron-rich C-nucleophile, with a variety of aryl-substituted 1,2,4-triazines occur at temperatures between -100 and +100°, depending on the substitution pattern. At low tempe
