In 2019,Angewandte Chemie, International Edition included an article by Yedoyan, Julietta; Wurzer, Nikolai; Klimczak, Urszula; Ertl, Thomas; Reiser, Oliver. Computed Properties of C5H11NO3. The article was titled 《Regio- and Stereoselective Synthesis of Functionalized Dihydropyridines, Pyridines and 2H-Pyrans: Heck Coupling of Monocyclopropanated Heterocycles》. The information in the text is summarized as follows:
A palladium-catalyzed coupling between aryl halides and monocyclopropanated pyrroles or furans was developed, leading to valuable six-membered N- and O-heterocycles I [R = Me, t-Bu, Et; R1 = H, CHO, COOMe, COOt-Bu; Ar = 4-MeO-C6H4, 2-naphthyl, 2-methylquinolin-6-yl, etc.; X = O, N-Boc]. As the key step, a selective cleavage of the non-activated endocyclic C-C bond of the 2-heterobicyclo-[3.1.0]hexane framework was achieved. The developed method offered access to highly functionalized piperidines, pyridines, and pyrans that are challenging to access by traditional methods. The experimental part of the paper was very detailed, including the reaction process of N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Computed Properties of C5H11NO3)
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Computed Properties of C5H11NO3
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