Tag: 200-300

The synthesis of symmetrical 3,3-Disubstituted oxindoles by phosphine-catalyzed 纬/纬-addition of oxindoles with allenoates was written by Zhang, Ji-Quan;Li, Shu-Min;Wu, Chun-Feng;Wang, Xing-Lan;Wu, Ting-Ting;Du, Yao;Yang, Yuan-Yong;Fan, Ling-Ling;Dong, Yong-Xi;Wang, Jian-Ta;Tang, Lei. And the article was included in Catalysis Communications in 2020.Safety of 7-Bromo-1-methylindolin-2-one The following contents are mentioned in the article:

A phosphine-catalyzed 纬/纬-addition of oxindoles I (R¹ = H, 5,7-F₂, 6-OMe, 5-Cl, etc.; R² = Me, Boc, Bn, Ph; R³ = H, R⁴ = H, Ph) and II (R² = acetyl, Boc; R³ = H) with allenoates as Et buta-2,3-dienoate, Me buta-2,3-dienoate, benzyl buta-2,3-dienoate has been developed that enables the efficient synthesis of highly functionalized sym. 3,3-disubstituted oxindoles I (R³ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl, (2E)-4-methoxy-4-oxobut-2-en-1-yl, (2E)-4-benzyloxy-4-oxobut-2-en-1-yl; R⁴ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl, (2E)-4-methoxy-4-oxobut-2-en-1-yl, (2E)-4-benzyloxy-4-oxobut-2-en-1-yl, Ph), II (R³ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl). This protocol features mild reaction conditions and wide functional group tolerance and affords corresponding addition products in good to excellent yields. Besides, have also been investigated the biol. utility of the typical 3,3-disubstituted oxindoles against nine phytopathogenic fungi, and I (R¹ = H, R² = Me, R³ = R⁴ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl; R¹ = 5-Br, R² = Me, R³ = R⁴ = (2E)-4-ethoxy-4-oxobut-2-en-1-yl) and exhibited promising antifungal activities. This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2Safety of 7-Bromo-1-methylindolin-2-one).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Safety of 7-Bromo-1-methylindolin-2-one

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Ligand-Controlled Palladium-Catalyzed Asymmetric [4+3] and [2+3] Annulation Reactions of Spirovinylcyclopropyl Oxindoles with o-Quinone Methides was written by Zhang, Xiyuan;Zhang, Cong;Jiang, Bo;Gao, Yanfeng;Xu, Xiufang;Miao, Zhiwei. And the article was included in Organic Letters in 2022.HPLC of Formula: 100831-25-2 The following contents are mentioned in the article:

Herein, the regiodivergent ligand-controlled palladium-catalyzed asym. cycloaddition reactions between spirovinylcyclopropyl oxindoles and o-quinone methides was reported. Specifically, by using the chiral P,P-ligand Segphos, various spirooxindole-3,4-benzo[b]oxepanes in moderate to good yields with excellent enantioselectivities via [4+3] cycloaddition reactions was obtained. In contrast, reactions involving Trost’s ligand showed different regio- and stereoselectivities, affording bispirooxindole heterocyclic compounds in good yields via [2+3] cycloaddition reactions. This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2HPLC of Formula: 100831-25-2).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). HPLC of Formula: 100831-25-2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

(2,3-Dihydro-1H-indol-5-ylmethyl)amine was written by Ogurtsov, Vladimir A.;Rakitin, Oleg A.. And the article was included in Molbank in 2021.Electric Literature of C9H14Cl2N2 The following contents are mentioned in the article:

New (2,3-dihydro-1H-indol-5-ylmethyl)amine was synthesized from 2-((1-acetylindolin-5-yl)methyl)isoindoline-1,3-dione by simultaneous deprotection of phthalimide and acetyl groups. The structure of the newly synthesized compounds was established by elemental anal., high resolution mass-spectrometry, ¹H, ¹³C NMR and IR spectroscopy and mass-spectrometry. The resulting compound is a convenient intermediate for various disubstituted 1-(indolin-5-yl)methanamines, which may be of interest as substances with useful pharmacol. properties. This study involved multiple reactions and reactants, such as Indolin-5-ylmethanamine dihydrochloride (cas: 1242338-94-8Electric Literature of C9H14Cl2N2).

Indolin-5-ylmethanamine dihydrochloride (cas: 1242338-94-8) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Electric Literature of C9H14Cl2N2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Synthesis of Oxindole Derivatives via Intramolecular C-H Insertion of Diazoamides Using Ru(II)-Pheox Catalyst was written by Phan Thi Thanh, Nga;Dang Thi Thu, Huong;Tone, Masaya;Inoue, Hayato;Iwasa, Seiji. And the article was included in Tetrahedron in 2020.Recommanded Product: 100831-25-2 The following contents are mentioned in the article:

This work presented the efficient intramol. aromatic C-H insertion of diazoacetamide. The diazo compounds (except for 1k) were converted into their corresponding oxindoles via an intramol. C-H insertion reaction in the presence of a Ru catalyst. The Ru-Pheox catalyst was shown to be highly efficient in this transformation in terms of the regioselectivity, producing the desired products in excellent yield (99%). The efficiency of the Ru catalyst reached 580 (TON) and 156 min-1 (TOF). This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2Recommanded Product: 100831-25-2).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 100831-25-2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid and 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid in wines was written by Herraiz, Tomas;Huang, Zhixian;Ough, Cornelius S.. And the article was included in Journal of Agricultural and Food Chemistry in 1993.Safety of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid The following contents are mentioned in the article:

1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acids were analyzed in 16 table wines, 34 old and new dessert and aperitif wines, 8 sparkling wines, 18 distillates, and 5 grape juices. The concentrations found ranged from 0 to 17.8 mg/L for 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-COOH (MTCA) and from 0 to 0.65 mg/L for 1,2,3,4-tetrahydro-β-carboline-3-COOH (THCA). Higher concentrations were generally found in fortified wines than in table wines and very low or no concentration at all in distillates and grape juices. No correlation was detected between the two tetrahydro-β-carboline-3-COOHs and the concentration of tryptophan or acetaldehyde in the wines. However, a good correlation in the formation of tetrahydro-β-carboline-3-COOH was found when tryptophan or tryptophan and acetaldehyde were added to a sherry and a white wine, resp. This may be due to the blocking effects of sulfur dioxide that would be variable from wine to wine. This study involved multiple reactions and reactants, such as 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9Safety of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid).

1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Safety of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Autoxidation/Aldol Tandem Reaction of 2-Oxindoles with Ketones: A Green Approach for the Synthesis of 3-Hydroxy-2-Oxindoles was written by Zhang, Qing-Bao;Jia, Wen-Liang;Ban, Yong-Liang;Zheng, Yong;Liu, Qiang;Wu, Li-Zhu. And the article was included in Chemistry – A European Journal in 2016.SDS of cas: 100831-25-2 The following contents are mentioned in the article:

In the presence of tetrabutylammonium fluoride (i.e., catalyst, quaternary ammonium halide) and mol. sieves (MS) 4Å in DMF, an efficient autoxidation reaction (tandem reaction, domino reaction) of 2-oxindoles with ketones under air at room temperature has been developed. This approach may provide a green, practical, and metal-free protocol (i.e., green chem. method) for a wide range of biol. important 3-hydroxy-3-(2-oxo-alkyl)-2-oxindoles. The synthesis of the target compounds was achieved by a reaction of 1,3-dihydro-1-methyl-2H-indol-2-one derivs, and ketones, such as 1-phenylethanone (acetophenone), 1-(2-naphthalenyl)ethanone, 1-(1H-pyrrol-2-yl)ethanone (pyrrole-ketone), 1-(2-furanyl)ethanone (furan-ketone), 1-(2-thienyl)ethanone, 1-(4-pyridinyl)ethanone (pyridine-ketone). The title compounds thus formed included 1,3-dihydro-3-hydroxy-1-methyl-3-(2-oxo-2-phenylethyl)-2H-indol-2-one derivatives This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2SDS of cas: 100831-25-2).

7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.SDS of cas: 100831-25-2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Visible-Light-Mediated Aerobic Tandem Dehydrogenative Povarov/Aromatization Reaction: Synthesis of Isocryptolepines was written by Schendera, Eva;Unkel, Lisa-Natascha;Huyen Quyen, Phung Phan;Salkewitz, Gwen;Hoffmann, Frank;Villinger, Alexander;Brasholz, Malte. And the article was included in Chemistry – A European Journal in 2020.HPLC of Formula: 1215205-77-8 The following contents are mentioned in the article:

A metal-free, photoinduced aerobic tandem amine dehydrogenation/Povarov cyclization/aromatization reaction between N-aryl glycine esters and indoles leads to tetracyclic 11H-indolo[3,2-c]quinolines under mild conditions and with high yields. The reaction can be performed by using mol. iodine along with visible light, or by combining an organic photoredox catalyst with a halide anion. Mechanistic studies reveal that product formation occurs through a combination of radical-mediated oxidation steps with an iminium ion or N-haloiminium ion [4+2]-cycloaddition, and the N-heterocyclic products constitute new analogs of the antiplasmodial natural alkaloid isocryptolepine. Thus, e.g., reaction of N-(p-anisidinyl)glycine Et ester with N-Boc-indole in presence of I₂ and O₂ under blue light afforded indoloquinoline I (70%) in mixture with its deprotected derivative (22%). This study involved multiple reactions and reactants, such as tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8HPLC of Formula: 1215205-77-8).

tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 1215205-77-8

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gold-catalyzed stereoselective dearomatization/metal-free aerobic oxidation: access to 3-substituted indolines/oxindoles was written by Liu, Kai;Xu, Guangyang;Sun, Jiangtao. And the article was included in Chemical Science in 2018.Application In Synthesis of tert-Butyl 7-methoxy-1H-indole-1-carboxylate The following contents are mentioned in the article:

An unprecedented dearomatization of indoles with diazoesters was developed via cationic gold(I) catalysis. The functionalization selectively occurred at the C3-position to deliver methylene indole derivatives in good yields with excellent Z-selectivity, demonstrating unusual reactivity and selectivity compared with other noble metal catalysis. Importantly, simply followed by silica gel adsorption, an unprecedented metal-free aerobic oxidation occurred for indoles bearing N-electron donating substituents, provided a novel and efficient approach towards 3-substituted indolin-2-ones with a newly formed quaternary stereocenter in excellent stereoselectivity. Notably, these processes afforded direct and selective access to a variety of valuable intermediates from abundant feedstock chems. This study involved multiple reactions and reactants, such as tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8Application In Synthesis of tert-Butyl 7-methoxy-1H-indole-1-carboxylate).

tert-Butyl 7-methoxy-1H-indole-1-carboxylate (cas: 1215205-77-8) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application In Synthesis of tert-Butyl 7-methoxy-1H-indole-1-carboxylate

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Separation and characterization of 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acids by HPLC and GC-MS. Identification in wine samples was written by Herraiz, Tomas;Ough, C. S.. And the article was included in American Journal of Enology and Viticulture in 1994.Quality Control of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid The following contents are mentioned in the article:

1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acids, products of the reaction of tryptophan and aldehydes in alc. fermented beverages, were isolated by solid phase extraction, analyzed by HPLC, and identified by gas chromatog. and mass spectrometry after derivatization to form N-trifluoroacetyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid Me esters. 1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid (THCA) and 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (both diastereoisomers) were pos. identified in wine samples. 1-Ethyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (ETCA) and 1-isobutyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (IBTCA) were not identified in the wines studied. This study involved multiple reactions and reactants, such as 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9Quality Control of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid).

1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (cas: 146436-31-9) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Quality Control of 1-Isobutyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles