153274-63-6Relevant academic research and scientific papers
Indolizine studies. Part 4. Kinetics and mechanism for the formation of indolizines via thermal cyclisation of 2-pyridyl derivatives
Deane, Philip O.,George, Rosemary,Kaye, Perry T.
, p. 3871 - 3876 (1998)
The influence of substituents and temperature on the thermal cyclisation of 3-acetoxy-2-methylene-3-(2-pyridyl)propanoic esters and analogues has been explored using 1H NMR spectroscopy, and mechanistic proposals for the formation of the resulting indolizines are presented.
Chiral Phosphoric Acid Catalyzed Desymmetrization of Cyclopentendiones via Friedel–Crafts Conjugate Addition of Indolizines
Ni, Qijian,Zhu, Zhiming,Fan, Yanjun,Chen, Xiaoyun,Song, Xiaoxiao
supporting information, p. 9548 - 9553 (2021/12/14)
An organocatalytic highly diastero- and enantioselective Friedel–Crafts conjugate addition of indolizines to prochiral cyclopentenediones has been successfully developed. This desymmetric transformation provides a direct access to the desired indolizine-substituted cyclopentanediones in yields of 62–91% and excellent stereoselectivities. The utility of the approach was demonstrated by diverse late-stage functionalizations through reduction or oxidation. Importantly, the direct sp2 C–H functionalization with nitromethane in one-pot process resulted in the indolizine-linked axially chiral styrene bearing a remote chiral center.
Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones
Correia, José Tiago Menezes,List, Benjamin,Coelho, Fernando
supporting information, p. 7967 - 7970 (2017/06/27)
A catalytic enantioselective conjugate addition of indolizines to enones is described. The chiral phosphoric acid (S)-TRIP activates α,β-unsaturated ketones, thereby promoting an enantioface-differentiating attack by indolizines. Using this reaction, several alkylated indolizines were synthesized in good yields and with enantiomeric ratios of up to 98:2.
INDOLIZINE-BASED DYES FOR DYE-SENSITIZED SOLAR CELL
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, (2016/04/01)
Compounds for use as sensitizer dyes in dye-sensitized solar cells.
INDOLIZINE DERIVATIVES AS PHOSHOINOSITIDE 3-KINASES INHIBITORS
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Paragraph 0289; 0290, (2015/12/31)
Compounds of formula (I), defined herein, inhibit phosphoinositide 3-kinases (PI3K) and are useful for the treatment of disorders associated with PI3K enzymes.
Selective hydrogenation of indolizines: An expeditious approach to derive tetrahydroindolizines and indolizidines from Morita-Baylis-Hillman adducts
Teodoro, Bruno V. M.,Correia, José Tiago M.,Coelho, Fernando
, p. 2529 - 2538 (2015/03/18)
In this study, we describe the hydrogenation of indolizines derived from Morita-Baylis-Hillman adducts. We demonstrate that functionalized tetrahydroindolizines and indolizidines can be prepared selectively, at low pressure, by simply adjusting the acidity of the medium. Using this simple and straightforward strategy, substituted tetrahydroindolizines and indolizidines were obtained diastereoselectively in high yield.
Discovery of novel pyrrolopyridazine scaffolds as transient receptor potential vanilloid (TRPV1) antagonists
Dorange, Ismet,Forsblom, Rickard,MacSari, Istvan,Svensson, Mats,Besidski, Yevgeni,Blid, Jan,Sohn, Daniel,Gravenfors, Ylva,Bylund, Johan
, p. 6888 - 6895,8 (2020/09/02)
A novel indolizine class of compounds was identified as TRPV1 antagonist from an HTS campaign. However, this indolizine class proved to be unstable and reacted readily with glutathione when exposed to light and oxygen. Reactivity was reduced by the introduction of a nitrogen atom alpha to the indolizine nitrogen. The pyrrolopyridazine core obtained proved to be inert to the action of light and oxygen. The synthesis route followed the one used for the indolizine compounds, and the potency and ADMET profile proved to be similar.
Analysis of the concerted metalation-deprotonation mechanism in palladium-catalyzed direct arylation across a broad range of aromatic substrates
Gorelsky, Serge I.,Lapointe, David,Fagnou, Keith
supporting information; experimental part, p. 10848 - 10849 (2009/02/05)
The concerted metalation-deprotonation mechanism predicts relative reactivity and regioselectivity for a diverse set of arenes spanning the entire spectrum of known palladium-catalyzed direct arylation coupling partners. An analysis following an active st
Indolizine Studies. Part 2. Synthesis and NMR Spectroscopic Analysis of 2-Substituted Indolizines
Bode, Moira L.,Kaye, Perry T.
, p. 1809 - 1814 (2007/10/02)
Thermal cyclisation of 3-acetoxy-3-(2-pyridyl)-2-methylenepropionate esters and related compounds provides convenient access to 2-substituted indolizines.Detailed one- and two-dimensional NMR spectroscopic analysis of the title compounds has facilitated interpretation of their 1H and 13C NMR spectra.
