14174-98-2

Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 1,2-INDOLIZINEDICARBOXYLATE is used as a precursor in the development of new drugs and pharmaceutical intermediates, leveraging its unique chemical structure to contribute to the creation of innovative medicinal compounds.
Used in Organic Synthesis:
In the field of organic synthesis, DIETHYL 1,2-INDOLIZINEDICARBOXYLATE serves as a valuable building block, enabling the construction of complex molecules that can be utilized in a variety of chemical applications.
Used in Agrochemicals Industry:
Potentially, DIETHYL 1,2-INDOLIZINEDICARBOXYLATE can be utilized in the agrochemicals industry, where its chemical properties may contribute to the development of new agrochemical products.
Used in Materials Science:
DIETHYL 1,2-INDOLIZINEDICARBOXYLATE's unique structure also suggests potential applications in materials science, where it could be employed in the development of new materials with specific properties.

InChI:InChI=1/C14H15NO4/c1-3-18-13(16)10-9-15-8-6-5-7-11(15)12(10)14(17)19-4-2/h5-9H,3-4H2,1-2H3

Upstream product

• 6266-23-5 1-(carboxymethyl)pyridinium chloride 
• 141-05-9 Diethyl maleate 
• 2739-98-2 ethyl 2-(pyridinyl-2)acetate 
• 140-88-5 ethyl acrylate 
• 110-86-1 pyridine 

Downstream Products

• 154224-58-5 3-benzoylindolizine-1,2-dicarboxylic acid diethyl ester 
• 1268825-51-9 diethyl 3-Phenylindolizine-1,2-dicarboxylate 

Relevant academic research and scientific papers

A novel and practical synthesis of 3-unsubstituted indolizines

A novel and practical procedure for the preparation of 3-unsubstituted indolizines by 1,3-dipolar cycloaddition was developed. The requisite pyridinium N-methylides were generated simply from the corresponding N-(carboxymethyl)pyridinium halides. In the presence of MnO2, electron-deficient alkenes, instead of alkynes or vinyl bromides, were used successfully as dipolarophiles. This general method features cheap reagents, simple workup procedure and gives the products in moderate to high yields (57-92%).

Iodine Mediated Base-Controlled Regio-Selective Annulation of 2-(Pyridin-2-yl)acetate Derivatives with Acrylic Esters for the Synthesis of Indolizines

An iodine mediated base-controlled reaction between 2-(pyridin-2-yl)acetate derivatives and acrylic esters has been developed for the selective synthesis of 1,3-disubstituted indolizines and 1,2-disubstituted indolizines. A single-pot reaction of 2-(pyridin-2-yl)acetate derivatives and acrylic esters in the presence of CsOAc delivers 1,3-disubstitued indolizines, while KHCO3 promotes the formation of C3-iodo indolizines, which could be further de-iodinated in the presence of copper powder, affording 1,2-disubstituted indolizines via a sequential stepwise fashion. A plausible reaction mechanism involving radical process has been proposed for this reaction. Pd-catalzyed reaction of C3-iodo indolizines with aryl boronic acids has been described. (Figure presented.).