The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: tert-Butyl 2-cyanoacetate( cas:1116-98-9 ) is researched.Synthetic Route of C7H11NO2.Tukhtaev, Hamidulla B.; Ivanov, Konstantin L.; Bezzubov, Stanislav I.; Cheshkov, Dmitry A.; Melnikov, Mikhail Ya.; Budynina, Ekaterina M. published the article 《aza-Wittig Reaction with Nitriles: How Carbonyl Function Switches from Reacting to Activating》 about this compound( cas:1116-98-9 ) in Organic Letters. Keywords: azidobutyronitrile triphenylphosphine diastereoselective chemoselective aza Wittig cyclization DFT; pyrrole fused system preparation. Let’s learn more about this compound (cas:1116-98-9).
Transformations of α-EWG-substituted (electron-withdrawing group, EWG) γ-azidobutyronitriles proceeding via unusual aza-Wittig reactions between the phosphazene and nitrile functions and affording pyrrole-derived iminophosphazenes were developed. α-EWGs were found to control chemoselectivity and, depending on their nature, act as CN group activators (e.g., ester, amide, or nitrile) or competitors (e.g., ketone) in aza-Wittig reactions. To demonstrate the synthetic utility of the obtained iminophosphazenes as N,N-binucleophiles, their transformations into pyrrole-fused systems, pyrrolo[1,2-a]imidazoles and pyrrolo[1,2-a][1,3]diazepines, were carried out.
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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem