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重氮乙酸乙酯

一般危化品
重氮乙酸乙酯结构式
重氮乙酸乙酯结构式
常用名 重氮乙酸乙酯 英文名 EDA
CAS号 623-73-4 分子量 114.103
密度 1.085 g/mL at 25 °C(lit.) 沸点 140-141 °C720 mm Hg(lit.)
分子式 C4H6N2O2 熔点 −22 °C(lit.)
MSDS 中文版 美版 闪点 115 °F
符号 GHS02 GHS07 GHS08
GHS02, GHS07, GHS08
信号词 Warning

Design of a Heterogeneous Catalyst Based on Cellulose Nanocrystals for Cyclopropanation: Synthesis and Solid-State NMR Characterization.

Chemistry 21 , 12414-20, (2015)

Heterogeneous dirhodium(II) catalysts based on environmentally benign and biocompatible cellulose nanocrystals (CNC-Rh2) as support material were obtained by ligand exchange between carboxyl groups on the CNC surface and Rh2(OOCCF3)4, as was confirmed by soli...

Silver-catalyzed vinylogous fluorination of vinyl diazoacetates.

Org. Lett. 15(24) , 6152-4, (2013)

A silver-catalyzed vinylogous fluorination of vinyl diazoacetates to generate γ-fluoro-α,β-unsaturated carbonyls is presented. Application of this method to the fluorination of farnesol and steroid derivatives was achieved.

An efficient and convenient synthesis of ethyl 1-(4-methoxyphenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate.

Chem. Asian J. 5(2) , 328-33, (2010)

The "click chemistry" of using organic azides and terminal alkynes is arguably the most efficient and straightforward route to the synthesis of 1,2,3-triazoles. In this paper, an alternative and direct access to ethyl 1-(4-methoxyphenyl)-5-phenyl-1H-1,2,3-tri...

Component match in rhodium catalyzed three-component reactions of ethyl diazoacetate, H2O and aryl imines: a highly diastereoselective one-step synthesis of beta-aryl isoserine derivatives.

Org. Biomol. Chem. 7(23) , 5028-33, (2009)

Water and ethyl diazoacetate were found to be matched components for generating highly reactive nucleophilic oxonium ylide in the presence of a dirhodium acetate catalyst. Simultaneous trapping of the oxonium ylide intermediate with aryl imines gave beta-aryl...

Palladium-catalyzed cross-coupling of aryl or vinyl iodides with ethyl diazoacetate.

J. Am. Chem. Soc. 129(28) , 8708-9, (2007)

Efficient method for the synthesis of functionalized pyrazoles by catalyst-free one-pot tandem reaction of nitroalkenes with ethyl diazoacetate.

Org. Biomol. Chem. 7(21) , 4352-4, (2009)

The one-pot synthesis of multisubstituted pyrazole derivatives was achieved via catalyst-free 1,3-dipolar cycloaddition of ethyl diazoacetate and nitroalkenes as the key step and elimination of the leaving group (NO(2) or Br) followed by intramolecular proton...

Vitamin B12 derivatives as natural asymmetric catalysts: enantioselective cyclopropanation of alkenes.

J. Org. Chem. 69(7) , 2431-5, (2004)

Vitamin B(12) derivatives were found for the first time to be general and efficient catalysts for asymmetric cyclopropanation of alkenes with ethyl diazoacetate (EDA). Among several common derivatives, aquocobalamin (B(12a)) was shown to be the most effective...

Formal aromatic C-H insertion for stereoselective isoquinolinone synthesis and studies on mechanistic insights into the C-C bond formation.

J. Org. Chem. 74(16) , 6231-6, (2009)

Formal aromatic C-H insertion of rhodium(II) carbenoid was intensively investigated to develop a new methodology and probe its mechanism. Contrasting with the previously proposed direct C-H insertion, the mechanism was revealed to be electrophilic aromatic su...

Iron-catalyzed synthesis of glycine derivatives via carbon-nitrogen bond cleavage using diazoacetate.

Chem. Commun. (Camb.) 46(46) , 8860-2, (2010)

Treatment of tertiary amines with diazoacetate in the presence of a catalytic amount of an iron salt, FeCl(3), in ethanol gave glycine derivatives. In this reaction, a carbon-nitrogen single bond of the amine was cleaved.

Rhodium-catalyzed synthesis of 3-hydroxy-beta-lactams via oxonium ylide generation: three-component reaction between azetidine-2,3-diones, ethyl diazoacetate, and alcohols.

J. Org. Chem. 74(21) , 8421-4, (2009)

3-Substituted-3-hydroxy-beta-lactams, with two new adjacent stereogenic centers, have been prepared in a single step by a rhodium-catalyzed, three-component reaction between azetidine-2,3-diones, ethyl diazoacetate, and alcohols. Good to moderate stereoselect...