1418739-12-4Relevant articles and documents
Synthetic method of N-((2-(1,3-dioxo-dihydroisoindol-2-yl)-propionyl)-5-methoxy)formamide
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, (2016/12/01)
The invention discloses a synthetic method of N-(2-(1,3-dioxo-dioxoisoindolin-2-yl)-propionyl)-5-methoxy)formamide. 2-nitro-4-anisidine is taken as an initial raw material, 2-iodine-3-methoxy nitrobenzene is obtained by substitution reaction on a diazonium salt aromatic ring, and then the 2-iodine-3-methoxy nitrobenzene and propargylamine are subjected to Castro-Stephens coupling reaction, reduction reaction and acylation reaction to obtain the N-(2-(1,3-dihydroisoindol-2-yl)-propionyl)-5-methoxy)formamide. Reaction conditions are optimized based on the prior art, and concentrated sulfuric acid replaces concentrated nitric acid; manganese dioxide solid is adopted to catalyze the reaction of propargyl bromide and phthalimide kali salt; manganous-manganic oxide is adopted as a catalyst to catalyze and promote the reaction together with triethylamine, bispalladium chloride and cuprous iodide, the reaction efficiency and yield of a final product are improved, and the industrial production and promotion of the N-(2-(1,3-dioxo-dihydroisoindol-2-yl)-propionyl)-5-methoxy)formamide are facilitated.
Rapid total synthesis of (±)trigonoliimine A via a Strecker/Houben-Hoesch sequence
Zhao, Bing,Hao, Xiao-Yan,Zhang, Jian-Xin,Liu, Sheng,Hao, Xiao-Jiang
supporting information, p. 528 - 530 (2013/04/11)
A novel synthetic route to the hexacyclic system of trigonoliimine A was accomplished in four steps from N-phthaloyl 6-OMe-tryptamine. Key reactions include a three-component Strecker-type reaction to fashion the two C-N bonds in the D ring and a subsequent Houben-Hoesch type cyclization to deliver the characteristic seven-membered C ring.