The influence of catalyst in reaction 50501-07-0

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Ethyl indoline-2-carboxylate( cas:50501-07-0 ) is researched.Product Details of 50501-07-0.Ertugrul, Berrak; Kilic, Haydar; Lafzi, Farrokh; Saracoglu, Nurullah published the article 《Access to C5-Alkylated Indolines/Indoles via Michael-Type Friedel-Crafts Alkylation Using Aryl-Nitroolefins》 about this compound( cas:50501-07-0 ) in Journal of Organic Chemistry. Keywords: zinc triflate catalyzed Michael Friedel Crafts alkylation benzylindoline arylnitroolefin; benzylindoline zinc triflate catalyzed alkylation aryl nitroolefin; indoline preparation reaction; indole benzyl preparation. Let’s learn more about this compound (cas:50501-07-0).

A straightforward synthetic route toward C5-alkylated indolines/indoles has been developed. The strategy is composed of Zn(OTf)2-catalyzed Friedel-Crafts alkylation of N-benzylindolines with nitroolefins, and a series of diverse indolines was first obtained in up to 99% yield. This reaction provides a direct and practical route to a variety of the C5-alkylated indolines which were also utilized for accessing corresponding indoles. Indoline derivatives with free NH groups could be obtained through an N-deprotection reaction. Moreover, the primary alkyl nitro groups in both indolines and indoles are amenable to further synthetic elaborations, thereby broadening the diversity of the products.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about α2-Adrenergic agonists/antagonists: the synthesis and structure-activity relationships of a series of indolin-2-yl and tetrahydroquinolin-2-yl imidazolines, the main research direction is indolinylimidazoline preparation adrenergic agonist antagonist; quinolinylimidazoline preparation adrenergic agonist antagonist; structure activity adrenergic indolinylimidazoline.HPLC of Formula: 50501-07-0.

The synthesis and α2-adrenergic activity of a series of indolin-2-yl- and tetrahydroquinolin-2-ylimidazolines, e.g. I (R = Me, Et, allyl, Ph, CH2Ph, etc.; R1 = 5-F, 5-Cl, etc.) and II (R = H, Me) are described. The indolin-2-ylimidazoline I (R = Me, R1 = H) has potent α2-adrenergic agonist and antagonist activity. The modification of the substituents on the indoline ring of I led to the separation of these activities. Substitution on the aromatic ring of I with halogen or increasing the size of the N-alkyl substituent of I gave α2-adrenergic antagonists without agonist activity. The N-allylindoline I (R = allyl, R1 = H) is more potent than idazoxan in vitro and is equipotent in vivo, but is less receptor-selective (α2 vs. α1) than idazoxan. cis-1,3-Dimethylindolin-2-ylimidazoline is an α2-adrenergic agonist equal in potency to clonidine in vitro, whereas trans-1,3-dimethylindolin-2-ylimidazoline is a moderately potent α2-adrenergic antagonist.

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Research on new synthetic routes about 50501-07-0

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Chemistry – A European Journal called Organo-Photoredox Catalyzed Oxidative Dehydrogenation of N-Heterocycles, Author is Sahoo, Manoj K.; Jaiswal, Garima; Rana, Jagannath; Balaraman, Ekambaram, which mentions a compound: 50501-07-0, SMILESS is O=C(C1NC2=C(C=CC=C2)C1)OCC, Molecular C11H13NO2, SDS of cas: 50501-07-0.

For the first time the catalytic oxidative dehydrogenation of N-heterocycles by a visible-light organo-photoredox catalyst with low catalyst loading (0.1-1 mol %) was reported. The reaction proceeded efficiently under base- and additive-free conditions with ambient air at room temperature The utility of this benign approach was demonstrated by the synthesis of various pharmaceutically relevant N-heteroarenes such as quinolines, quinoxalines, quinazolines, acridines and indoles.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 50501-07-0, is researched, Molecular C11H13NO2, about Gold(0) catalyzed dehydrogenation of N-heterocycles, the main research direction is indole preparation; indoline oxidative dehydrogenation gold catalyst; quinoline preparation; tetrahydroquinoline oxidative dehydrogenation gold catalyst; quinazoline preparation; tetrahydroquinazoline oxidative dehydrogenation gold catalyst.Safety of Ethyl indoline-2-carboxylate.

Gold nanoclusters were good catalyst precursors for the catalytic dehydrogenation of indolines to obtain indoles I [R1 = H, 5-Me, 5-F, 5-Br, 5-NO2, 6-NO2; R2 = H, Me, CO2Me, CO2Et]. Furthermore, this method was used to synthesize quinolines and quinazolines II [R3 = H, 4-ClC6H4, 2-furyl, etc.; R4 = H, 6-Br, 6,8-di-Br; X = CH, N] from tetrahydroquinolines and tetrahydroquinazolines. The catalytically active species was presumably Au(0) nanoparticles.

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Product Details of 50501-07-0. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about α2-Adrenergic agonists/antagonists: the synthesis and structure-activity relationships of a series of indolin-2-yl and tetrahydroquinolin-2-yl imidazolines. Author is Hlasta, Dennis J.; Luttinger, Daniel; Perrone, Mark H.; Silbernagel, Marla J.; Ward, Susan J.; Haubrich, Dean R..

The synthesis and α2-adrenergic activity of a series of indolin-2-yl- and tetrahydroquinolin-2-ylimidazolines, e.g. I (R = Me, Et, allyl, Ph, CH2Ph, etc.; R1 = 5-F, 5-Cl, etc.) and II (R = H, Me) are described. The indolin-2-ylimidazoline I (R = Me, R1 = H) has potent α2-adrenergic agonist and antagonist activity. The modification of the substituents on the indoline ring of I led to the separation of these activities. Substitution on the aromatic ring of I with halogen or increasing the size of the N-alkyl substituent of I gave α2-adrenergic antagonists without agonist activity. The N-allylindoline I (R = allyl, R1 = H) is more potent than idazoxan in vitro and is equipotent in vivo, but is less receptor-selective (α2 vs. α1) than idazoxan. cis-1,3-Dimethylindolin-2-ylimidazoline is an α2-adrenergic agonist equal in potency to clonidine in vitro, whereas trans-1,3-dimethylindolin-2-ylimidazoline is a moderately potent α2-adrenergic antagonist.

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Application of 50501-07-0. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Organo-Photoredox Catalyzed Oxidative Dehydrogenation of N-Heterocycles. Author is Sahoo, Manoj K.; Jaiswal, Garima; Rana, Jagannath; Balaraman, Ekambaram.

For the first time the catalytic oxidative dehydrogenation of N-heterocycles by a visible-light organo-photoredox catalyst with low catalyst loading (0.1-1 mol %) was reported. The reaction proceeded efficiently under base- and additive-free conditions with ambient air at room temperature The utility of this benign approach was demonstrated by the synthesis of various pharmaceutically relevant N-heteroarenes such as quinolines, quinoxalines, quinazolines, acridines and indoles.

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Quality Control of Ethyl indoline-2-carboxylate. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Regiospecific functionalization of indole-2-carboxylates and diastereoselective preparation of the corresponding indolines. Author is Collot, Valerie; Schmitt, Martine; Marwah, Padma; Bourguignon, Jean-Jacques.

The N-acyl derivatives of 3-substituted indole-2-carboxylates prepared through several routes were submitted to catalytic hydrogenation affording either cis- or trans-indoline diastereomers after quant. C-2 epimerization.

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Safety of Ethyl indoline-2-carboxylate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Access to C5-Alkylated Indolines/Indoles via Michael-Type Friedel-Crafts Alkylation Using Aryl-Nitroolefins. Author is Ertugrul, Berrak; Kilic, Haydar; Lafzi, Farrokh; Saracoglu, Nurullah.

A straightforward synthetic route toward C5-alkylated indolines/indoles has been developed. The strategy is composed of Zn(OTf)2-catalyzed Friedel-Crafts alkylation of N-benzylindolines with nitroolefins, and a series of diverse indolines was first obtained in up to 99% yield. This reaction provides a direct and practical route to a variety of the C5-alkylated indolines which were also utilized for accessing corresponding indoles. Indoline derivatives with free NH groups could be obtained through an N-deprotection reaction. Moreover, the primary alkyl nitro groups in both indolines and indoles are amenable to further synthetic elaborations, thereby broadening the diversity of the products.

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Kim, Dong H.; Guinosso, Charles J.; Buzby, George C. Jr.; Herbst, David R.; McCaully, Ronald J.; Wicks, Thomas C.; Wendt, Robert L. published the article 《(Mercaptopropanoyl)indoline-2-carboxylic acids and related compounds as potent angiotensin converting enzyme inhibitors and antihypertensive agents》. Keywords: indolinecarboxylic acid antihypertensive converting enzyme; angiotensin converting enzyme indilinecarboxylic acid.They researched the compound: Ethyl indoline-2-carboxylate( cas:50501-07-0 ).Product Details of 50501-07-0. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:50501-07-0) here.

Stereoisomers of 1-(3-mercapto-2-methyl-1-oxopropyl)indoline-2-carboxylic acid (I) and related compounds were synthesized and their ability to inhibit angiotensin converting enzyme (ACE) [9015-82-1] and to lower the systolic blood pressure of spontaneously hypertensive rats (SHR) examined All 4 possible stereoisomers of the precursor 1-[3-(benzoylthio)-2-methyl-1-oxopropyl]indoline-2-carboxylic acid were characterized with absolute stereochem. assignment. The removal of the benzoyl group of the precursor showed in vitro ACE inhibitory activity; the stereoisomer having the R,R configuration was essentially inactive. The mercaptan (S,S)-I was the most active ACE inhibitor, showing in vitro potency 3 times that of captopril. (S,S)-I exhibited oral antihypertensive activity 27 times that of captopril. The thio lactone obtained by cyclization of (S,S)-I as a potential prodrug was less potent than the parent compound in the ACE inhibitory and antihypertensive tests. Structure-activity relations are discussed.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Ethyl indoline-2-carboxylate( cas:50501-07-0 ) is researched.Reference of Ethyl indoline-2-carboxylate.Min, Chang; Seidel, Daniel published the article 《Stereochemically Rich Polycyclic Amines from the Kinetic Resolution of Indolines through Intramolecular Povarov Reactions》 about this compound( cas:50501-07-0 ) in Chemistry – A European Journal. Keywords: chromenopyrroloquinoline tetrahydro aryl stereoselective preparation; indoline kinetic resolution diastereoselective enantioselective Povarov cinnamyloxy benzaldehyde; asymmetric catalysis; chiral phosphoric acids; cycloaddition; kinetic resolution; organocatalysis. Let’s learn more about this compound (cas:50501-07-0).

Under control of a chiral Bronsted acid catalyst, racemic indolines I (R1 = H, 4-Me, 5-Br, 5-F, 5-MeO; R2 = Me, EtO2C, Ph, 4-MeOC6H4, etc.) underwent intramol. Povarov reactions with achiral aromatic aldehydes II (R3 = Ph, 3-ClC6H4, 4-MeC6H4, 1-naphthyl, etc.; R4 = H, 5-Br, 3-MeO, etc.) bearing a pendent dienophile. One enantiomer of the indoline reacted preferentially, resulting in the highly enantio- and diastereoselective formation of polycyclic heterocycles III with four stereogenic centers. This kinetic resolution approach exploits the differential formation/reactivity of diastereomeric ion pairs.

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