477870-16-9

Basic information

• Product Name: ETHYL 2-[1,1'-BIPHENYL]-4-YL-1-INDOLIZINECARBOXYLATE
• Synonyms: ETHYL 2-[1,1'-BIPHENYL]-4-YL-1-INDOLIZINECARBOXYLATE
• CAS NO: 477870-16-9
• Molecular Formula: C23H19NO2
• Molecular Weight: 341.4
• Mol File: 477870-16-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 2-[1,1'-BIPHENYL]-4-YL-1-INDOLIZINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-[1,1'-BIPHENYL]-4-YL-1-INDOLIZINECARBOXYLATE(477870-16-9)
• EPA Substance Registry System: ETHYL 2-[1,1'-BIPHENYL]-4-YL-1-INDOLIZINECARBOXYLATE(477870-16-9)

Safety Data

• Hazardous Substances Data: 477870-16-9(Hazardous Substances Data)

Upstream product

• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 110-86-1 pyridine 
• 2999-46-4 Ethyl isocyanoacetate 
• 40240-62-8 1-(2-([1,1'-biphenyl]-4-yl)-2-oxoethyl)pyridin-1-ium bromide 

Relevant articles and documents

Silver-Promoted (4 + 1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines

An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported. The established protocol provides controlled, facile, and modular access to a range of synthetically useful N-fused heterocyclic scaffolds containing indolizines, pyrrolo[1,2-a]quinolines, pyrrolo[2,1-a]isoquinolines, and 1H-imidazo[4,5-a]indolizin-2(3H)-ones. A mechanistic pathway involving nucleophilic addition/protonation/elimination/cycloisomerization is proposed.

Method for synthesizing indolizine compound under catalysis of silver

The invention discloses a method for synthesizing indolizine compounds under the catalysis of silver, which comprises the following steps of in an organic solvent system, stirring N-benzoylmethyl pyridinium bromide as shown in a formula (1) and an isocyanide compound as shown in a formula (2) according to a feeding molar ratio of 1: (1.2-2.0) in the presence of a metal silver salt as a catalyst to react in the air under an alkaline condition, and carrying out TLC tracking detection until the reaction is complete, and carrying out post-treatment on the reaction liquid to obtain the indolizine compound as shown in a formula (3). The method is easy to operate, raw materials and reagents are easy to obtain, reaction conditions are mild, a reaction system is environmentally friendly, products are easy to separate and purify, the yield reaches up to 91%, and the method is suitable for efficient and high-yield preparation of indolizine compounds and particularly suitable for synthesis of various 1, 2-substituted indolizine compounds. The method is suitable for large-scale industrial production, and has wide application prospects and important significance in organic synthesis.