7496-73-3

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-chlorophenyl)indolizine is used as a reagent for the synthesis of 2-Aryl-3-(4-dialkylaminopropoxybenzoyl)indolizines, which are compounds that have been found to be useful in the treatment of angina pectoris. Angina pectoris is a medical condition characterized by chest pain due to insufficient blood flow to the heart muscle. The use of 2-(4-chlorophenyl)indolizine in the synthesis of these compounds aids in the development of new and effective treatments for this condition.

InChI:InChI=1/C14H10ClN/c15-13-6-4-11(5-7-13)12-9-14-3-1-2-8-16(14)10-12/h1-10H

Upstream product

• 99-91-2 para-chloroacetophenone 
• 109-06-8 α-picoline 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 82746-43-8 1-(2-(4-chlorophenyl)-2-oxoethyl)-2-methylpyridinium bromide 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 

Downstream Products

• 77823-65-5 [2-(4-Chloro-phenyl)-indolizin-3-yl]-(3,5-dibromo-4-hydroxy-phenyl)-methanone 
• 88273-93-2 Toluene-4-sulfonic acid 2-chloro-4-[2-(4-chloro-phenyl)-indolizine-3-carbonyl]-phenyl ester 
• 88273-81-8 Toluene-4-sulfonic acid 2-bromo-4-[2-(4-chloro-phenyl)-indolizine-3-carbonyl]-phenyl ester 
• 77823-43-9 (3-Chloro-4-hydroxy-phenyl)-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone 
• 77823-30-4 (3-Bromo-4-hydroxy-phenyl)-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone 
• 79286-21-8 [3-Chloro-4-(3-dipropylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 79285-86-2 [3-Bromo-4-(3-dipropylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 79286-19-4 [3-Chloro-4-(3-dibutylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 79285-88-4 [3-Bromo-4-(3-dibutylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 1187471-77-7 2-chloro-4-[2-(4-chlorophenyl)indolizin-3-yl]quinazoline 
• 1603829-32-8 2,5-bis(4-chlorophenyl)indolizine 
• 1603829-33-9 2-(4-chlorophenyl)-5-(p-tolyl)indolizine 
• 17999-67-6 (Z)-2-(4-chlorophenyl)-3-(pyridin-2-yl)acrylonitrile 

Relevant academic research and scientific papers

Regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide under metal-free conditions

An efficient and straightforward metal-free regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide has been described. A series of indolizine-dithiocarbamate derivatives were easily accessed in moderate to good yields with a broad scope. In addition, imidazo[1,2-a]pyridines were also well tolerated to afford diverse imidazoheterocycle-dithiocarbamate products, which are expected to be utilized for drug discovery. Of note, the reaction could be readily scaled up, and shows its practical value in organic synthesis.

Mechanochemical Synthesis of 1,2-Diketoindolizine Derivatives from Indolizines and Epoxides Using Piezoelectric Materials

A simple and efficient mechanochemical-induced approach for the synthesis of 1,2-diketoindolizine derivatives has been developed. BaTiO3 was used as the piezoelectric material in this transformation. This method features no usage of solvent, simple experimental operation, scalable potential, and high conversion efficiency, which make it attractive and practical.

Photocatalytic Synthesis of 3-Sulfanyl- and 1,3-Bis(sulfanyl)indolizines Mediated by Visible Light

A metal-free method for the synthesis of 3-sulfanyl indolizines from thiols and 2-arylindolizines, is reported. The reaction is mediated by eosin Y under blue LED light irradiation and uses atmospheric oxygen as oxidant. By the use of a catalytic amount of I2, the corresponding 1,3-bis-sulfanyl indolizines are obtained, in good yields.

Synthesis, photophysical, and electrochemical properties of 2,5-diaryl-indolizines

A variety of novel 2,5-diaryl-indolizines have been prepared through the palladium-catalyzed cross-coupling reactions of organozinc reagents prepared from 2-aryl-indolizines with aromatic halides. The photophysical properties of representative compounds indicate that the 2,5-diaryl-indolizines are promising candidates to be used in optoelectronic devices and biomolecular labeling. In addition, cyclic voltammetry studies of some nitrophenyl-substituted indolizines have shown evidences of an oxidation process without the correspondent reduction peak suggesting a dimerization reaction.

Controlling chemoselectivity-application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines

Among a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-t-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents.