Ethyl Diazoacetate

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Gabriel A. S. Aquino¹  Floriano P. Silva-Jr²  Sabrina B. Ferreira¹ 

[1] Laboratory of Organic Synthesis and Biological Prospecting, Chemistry Institute, Universidade Federal do Rio de Janeiro;Laboratory of Experimental and Computational Biochemistry of Drugs, Oswaldo Cruz Institute

关键词: ethyl diazoacetate;    cyclopropanation;    pyrazoline;    pyrazole;    1;    2-rearrangement;   

DOI  :  10.1055/a-2038-6055

学科分类：精神健康和精神病学

来源: Thieme

【 摘 要 】

Ethyl diazoacetate (EDA; C4H6N2O2) is a yellow liquidwith a pungent odor used mainly in organic synthesis forcyclopropanation of unsaturated compounds, but also forcyclopropanation, cycloaddition reactions, synthesis of triazoles and pyrazolines, and insertion reactions (Scheme1).1–3 The use of EDA is also studied in continuous-flowmethods with homogeneous and heterogeneous catalysiswith transition metals, for example, in selective olefinationof aldehydes using copper(II) complexes.3,4 It can be prepared through reaction between sodium nitrite and glycineethyl ester hydrochloride in the presence of diluted sulfuricacid, ethanol, and sodium acetate. Commercially, it is available in dichloromethane or toluene solutions since it isflammable, shock sensitive, and toxic.1,2 Nevertheless, EDAis an important synthon for organic synthesis (Table 1).

【 授权许可】

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