56765-88-9Relevant academic research and scientific papers
Iodine-catalyzed [3+2] cyclization of 2-pyridylesters and chalcones: metal-free approach for the synthesis of substituted indolizines
Reddy, N. Naresh Kumar,Donthiri, Ramachandra Reddy,Ravi, Chitrakar,Adimurthy, Subbarayappa
supporting information, p. 3243 - 3246 (2016/07/12)
A transition metal-free iodine catalyzed synthesis of indolizine derivatives through [3+2] cyclization of 2-pyridylesters and chalcones has been described. The method is efficient to synthesize a variety of substituted indolizines including hetero aromati
Transition-Metal-Free Synthesis of Indolizines from Electron-Deficient Alkenes via One-Pot Reaction Using TEMPO as an Oxidant
Shi, Fei,Zhang, Yu,Lu, Zhaole,Zhu, Xiaolei,Kan, Weiqiu,Wang, Xiang,Hu, Huayou
, p. 413 - 420 (2016/01/28)
A one-pot method for the synthesis of multisubstituted indolizines from α-halo carbonyl compounds, pyridines, and electron-deficient alkenes is reported. The oxidative dehydrogenation reaction takes place under transition-metal-free conditions using TEMPO as an oxidant. This protocol uses ready available starting materials in a convenient procedure under mild reaction conditions.
Synthesis of Indolizines through Oxidative Linkage of C-C and C-N Bonds from 2-Pyridylacetates
Chandra Mohan, Darapaneni,Ravi, Chitrakar,Pappula, Venkatanarayana,Adimurthy, Subbarayappa
, p. 6846 - 6855 (2015/10/06)
Synthesis of indolizine-1-carboxylates through the Ortoleva-King reaction of 2-pyridylacetate followed by the Aldol condensation under mild reaction conditions has been described. This protocol is compatible with a broad range of functional groups, and it has been also successfully extended to unsaturated ketones, bringing about the regioselective formation of benzoyl-substituted indolizines through Michael addition followed by C-N bond formation, which are difficult to prepare by previous methods in a single step.
One-pot synthesis of indolizine via 1,3-dipolar cycloaddition using a sub-equivalent amount of K2Cr2O7 as an efficient oxidant under base free conditions
Wang, Chao,Hu, Huayou,Xu, Juanfang,Kan, Weiqiu
, p. 41255 - 41258 (2015/05/20)
A one-pot method for synthesizing multi-substituted indolizines from α-halo-carbonyl compounds, pyridines and electron deficient alkenes was developed. A sub-equivalent amount of potassium dichromate was used as an oxidant under base free conditions. The transformation developed should be of economic efficiency.
Indolizines 4. The synthesis of new 3-vinylindolizines.
Bue, G. De,Nasielski, J.
, p. 97 - 108 (2007/10/03)
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).
Acid-Catalyzed Reactions of 1- and 3-(α-Hydroxybenzyl)indolizines
Miki, Yasuyoshi,Hiroishi, Yuji,Hachiken, Hiroko,Takemura, Shoji
, p. 45 - 48 (2007/10/02)
Treatment of 1-(α-hydroxybenzyl)- and 3-(α-hydroxybenzyl)indolizines with trifluoroacetic acid in dichloromethane gave phenylbis(α-indolizinyl)methanes, bis ethers and indolizines, depending upon the presence or absence of the subst
