38320-58-0

Upstream product

• 25379-20-8 2-phenylindolizine 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 109-06-8 α-picoline 
• 17282-41-6 N-acetonylpyridinium bromide 
• 536-74-3 phenylacetylene 
• 1199-21-9 (Ξ)-α-chloro-β-nitro-styrene 
• 32896-98-3 2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide 
• 14759-45-6 3-benzoyl-2-phenylindolizine 
• 538-49-8 2-[(E)-2-phenylethenyl]pyridine 

Downstream Products

• 75-36-5 acetyl chloride 
• 855628-78-3 1-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-ethanone 
• 82746-29-0 1,3-dinitro-2-phenylindolizine 
• 82746-30-3 1-nitro-2-(p-nitrophenyl)indolizine 
• 855628-81-8 1-(1-nitro-2-phenylindolizin-3-yl)ethanone 
• 14759-45-6 3-benzoyl-2-phenylindolizine 
• 25379-20-8 2-phenylindolizine 
• 104970-22-1 3-ethyl-2-phenyl-indolizine 
• 132351-51-0 1-nitroso-2-phenyl-3-acetylindolizine 
• 189569-42-4 1,3-diacetyl-2-phenylindolizine 
• 78-93-3 butanone 

Relevant academic research and scientific papers

-Annulation of pyridinium ylides with 1-chloro-2-nitrostyrenes unveils a tubulin polymerization inhibitor

Indolizines and pyrazolo[1,5-a]pyridines were prepared via [3 + 2]-cycloaddition of pyridinium ylides to 1-chloro-2-nitrostyrenes. The synthesized molecules were evaluated for antiproliferative activities against a BE(2)-C neuroblastoma cell line with several compounds decreasing the viability of cancer cells. Indolizine 9db showed higher potency than that of all-trans-retinoic acid, an approved cancer drug. Mechanistically, it was found to inhibit tubulin polymerization and it is thus proposed that the discovered chemistry can be exploited for the development of novel microtubule-targeting anticancer agents.

New route synthesis of indolizines via 1,3-dipolar cycloaddition of pyridiniums and alkynes

A convenient synthesis of 2,3-di and 1,2,3-trisubstituted indolizines has been achieved via a 1,3-dipolar cycloaddition of pyridiniums and alkynes. Various alkynes and diynes were used instead of dimethyl acetylenedicarboxylate (DMAD) and its analogues in

The first approach to the synthesis of 1-unsubstituted 2- arylindolizines by intramolecular 1,5-dipolar cyclization of 2-(2- arylethenyl)pyridinium ylides in the presence of tetrakis(pyridine)cobalt (II) dichromate

The first approach to the preparation of 1-unsubstituted 2- arylindolizines by intramolecular 1,5-dipolar cyclization of 2-(2- arylethenyl)pyridinium ylides 2a-v in the presence of tetrakis(pyridine)cobalt (II) dichromate was developed. Several kinds of n

Indolizines 4. The synthesis of new 3-vinylindolizines.

New 3-vinylindolizines have been synthesized by two methods.The first strategy calls for the Wittig olefination of 3-acylindolizines with methylenetriphenylphosphorane or methoxymethylenetriphenylphosphorane.The best yields are obtained when the ylid is formed at room temperature and the condensation in refluxing THF.The required 3-acylindolizines were obtained by direct acylation of indolizines or by 1,3-dipolar cyclo-additions to acylmethylpyridinium ylids.The following 3-isopropenylindolizines were made with good yields: unsubstituted (18, 85percent), 2-methyl (10, 98percent), 2-C6H5 (17, 95percent), 1-COOMe (20, 98percent), 1-COOMe-2-C6H5 (22, 91 percent), 1,2-di-COOMe (24, 58percent).Also synthesized are the following 3-α-styrylindolizines: 2-C6H5 (19, 99percent), 1-COOMe (21, 93percent), 1-COOMe-2-C6H5 (23, 87percent), 1,2-diCOOMe (25, 66percent). 3-(α-Methyl-β-methoxyvinyl)indolizines E (26, 40percent) and Z (27, 40percent) were also obtained.The second strategy involves the 1,3-dipolar cyclo-addition of dipolarophiles to allylpyridinium ylids.The following new 3-vinylindolizines have been synthesized: 1-carbomethoxy-3-vinylindolizine (30, 21percent), 1,2-dicarbomethoxy-3-vinylindolizine (31, 16percent), 1-carbomethoxy-3-β-styrylindolizine (33, 43percent), 3-β-styrylindolizine (34, 17percent), 1-carbomethoxy-3-(β-carbomethoxy)vinylindolizine 38 (31percent).