Tag: 200-300

Enantioselective Organocatalytic Sulfenylation of β-Naphthols was written by Wang, Jiao-Jiao;Yang, Hui;Gou, Bo-Bo;Zhou, Ling;Chen, Jie. And the article was included in Journal of Organic Chemistry in 2018.COA of Formula: C14H9NO2S This article mentions the following:

An enantioselective sulfenylation of β-naphthols has been developed for the first time using a newly synthesized cinchona-derived thiourea as the catalyst and N-(arylthio) succinimide (or phthalimide) as an electrophilic sulfur source. Various enantioenriched naphthalenones with an S-containing all-substituted stereocenter were prepared via a dearomatization strategy under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4COA of Formula: C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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.COA of Formula: C14H9NO2S

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

Rate constants for chalcogen group transfers in bimolecular substitution reactions with primary alkyl radicals was written by Curran, Dennis P.;Martin-Esker, Amanda A.;Ko, Sung Bo;Newcomb, Martin. And the article was included in Journal of Organic Chemistry in 1993.COA of Formula: C14H9NO2S This article mentions the following:

Rate constants for group transfers of the MeS, PhS, PhSe, and PhTe groups from chalcogen-substituted acetate, acetonitrile, malonate, and malononitrile compounds, from N-(phenylthio)phthalimide and from Me₂S₂ and Ph₂S₂ to primary alkyl radicals, have been determined by competition kinetics using PTOC (2-thioxopyridyl) esters as the radical precursors and competing trapping agents. Thio group transfers from malononitrile derivatives are marginally faster than the corresponding group transfer from the sym. disulfide, and the rate constant for PhSe group transfer from PhSeSePh is greater than those from the derivatives studied here. Substituent effects suggest that the chalcogen transfer reactions may be concerted. For three cases in which direct comparisons can be made, the rate constants for reactions of phenylchalcogenides are approx. equal to those for halogen atom transfer when the chalcogen and halide are in the same row of the periodic table and the radical resulting from displacement is the same. The rate constants reported in this work will be useful for the rational design of synthetic schemes based on homolytic group transfer chem. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4COA of Formula: C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.COA of Formula: C14H9NO2S

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

Enantioselective Organocatalytic Intramolecular Ring-Closing Friedel-Crafts-Type Alkylation of Indoles was written by Li, Chang-Feng;Liu, Hiu;Liao, Jie;Cao, Yi-Ju;Liu, Xiao-Peng;Xiao, Wen-Jing. And the article was included in Organic Letters in 2007.Recommanded Product: 210345-56-5 This article mentions the following:

An enantioselective organocatalytic intramol. ring-closing Friedel-Crafts-type alkylation of indolyl α,β-unsaturated aldehydes has been developed. This powerful new strategy allows enantioselective access to THPIs (tetrahydropyrano[3,4-b]indoles), e.g., I, and THBCs (tetrahydro-β-carbolines), e.g., II, in a straightforward and atom-economical manner. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5Recommanded Product: 210345-56-5).

Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Recommanded Product: 210345-56-5

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

An easy approach for the synthesis of N-substituted isoindolin-1-ones was written by Ordonez, Mario;Tibhe, Gaurao D.;Zamudio-Medina, Angel;Viveros-Ceballos, Jose Luis. And the article was included in Synthesis in 2012.Recommanded Product: 5388-42-1 This article mentions the following:

A practical and efficient two-step synthesis of N-substituted isoindolin-1-ones was developed. The one-pot reaction of 2-formylbenzoic acid with amines and di-Me phosphite proceeds in short time either with conventional heating or microwave irradiation under catalyst-free conditions to afford the corresponding N-substituted di-Me 3-oxoisoindolin-1-ylphosphonates in good yield which, by means of a dephosphonylation reaction with lithium aluminum hydride, give the target N-substituted isoindolin-1-ones in moderate to good yield. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Recommanded Product: 5388-42-1).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Recommanded Product: 5388-42-1

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

Copper-Mediated Decarboxylative Coupling of 3-Indoleacetic Acids with Pyrazolones was written by Wen, Kangmei;Wu, Yinrong;Chen, Jiewen;Shi, Jie;Zheng, Mulin;Yao, Xingang;Tang, Xiaodong. And the article was included in ACS Omega in 2022.Application In Synthesis of 4-Bromoindole-3-acetic Acid This article mentions the following:

A copper-mediated decarboxylative coupling reaction of 3-indoleacetic acids with pyrazolones was described. This protocol realized new functionalization of pyrazolones under simple reaction conditions and exhibited high functional group compatibility and broad substrate scope. Notably, the products displayed antiproliferative activity against cancer cells. In the experiment, the researchers used many compounds, for example, 4-Bromoindole-3-acetic Acid (cas: 89245-41-0Application In Synthesis of 4-Bromoindole-3-acetic Acid).

4-Bromoindole-3-acetic Acid (cas: 89245-41-0) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Application In Synthesis of 4-Bromoindole-3-acetic 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

The electrolytic reduction of phthalimides. I was written by Sakurai, Buhei. And the article was included in Bulletin of the Chemical Society of Japan in 1930.Electric Literature of C14H11NO This article mentions the following:

An alc. HCl solution of phthalimide (I) was electrolyzed between Pb electrodes, at 20 amp./sq. dm. and at 20-30°, yielding hydroxyphthalimidinc, m. 105°, needles. Reisert’s hydroxyphalimidine, m. 171° (cf. C. A. 7,2578), was found to be a polymer containing 2 mols. It was also prepd from alc. H₂SO₄ solution Cu electrodes, being used. With stronger acid, at 60 amp./sq. dm. and at 30-40°, Phthalimidine, m. 149°, needles, was obtained. Phthalimide could not be reduced in 2 N NaOH, but hydrolyzed to phthalamic acid and phthalic acid. Methylphthalimide (II) yielded methylphthalimidine, m. 45°, plates, with Pb cathode; with Cu cathode it yielded methylhydroxyphthalimidine, m. 129°, prisms. In alk. solution II hydrolyzed to phthalic acid and MeNH₂. Ethylphthalimide (III) yielded ethylphthalimidine, colorless oil, with Pb electrodes; with Cu or Ni cathode ethylhydroxyphthalimidine was obtained instead. In alk. solution III hydrolyzed to ethylphthalamic acid, m. 136°, needles, also phthalic acid and EtNH₂. Phenylphthalimide (IV) yielded phenylphthalimidine, scaly crystals. Hydroxyphenylphthalimide could not be obtained. In alk. solution IV hydrolyzed completely into phthalic acid and PhNH₂. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Electric Literature of C14H11NO).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Electric Literature of C14H11NO

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

Oxidation of disulfides to thiolsulfinates with hydrogen peroxide and a cyclic seleninate ester catalyst was written by McNeil, Nicole M. R.;McDonnell, Ciara;Hambrook, Miranda;Back, Thomas G.. And the article was included in Molecules in 2015.Electric Literature of C14H9NO2S This article mentions the following:

A variety of aryl and alkyl disulfides underwent facile oxidation with hydrogen peroxide in the presence of catalytic benzo-1,2-oxaselenolane Se-oxide affording the corresponding thiolsulfinates as the principal products. Unsym. disulfides typically afforded mixtures of regioisomers. Lipoic acid and N,N’-dibenzoylcystine di-Me ester were oxidized readily under similar conditions. Although isolated yields of the product thiolsulfinates were generally modest, these experiments demonstrate that the method nevertheless has preparative value because of its mild conditions. The results also confirm the possibility that cyclic seleninate esters could catalyze the further undesired oxidation of disulfides in vivo. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Electric Literature of C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Electric Literature of C14H9NO2S

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

The First Bioreversible Prodrug of Metformin with Improved Lipophilicity and Enhanced Intestinal Absorption was written by Huttunen, Kristiina M.;Mannila, Anne;Laine, Krista;Kemppainen, Eeva;Leppanen, Jukka;Vepsalainen, Jouko;Jarvinen, Tomi;Rautio, Jarkko. And the article was included in Journal of Medicinal Chemistry in 2009.Recommanded Product: 14204-27-4 This article mentions the following:

Metformin is a potent antidiabetic agent and currently used as a first-line treatment for patients with type 2 diabetes. Unfortunately, the moderate absorption and uncomfortable gastrointestinal adverse effects associated with metformin therapy impair its use. In this study, two novel prodrugs of a biguanidine functionality containing antidiabetic agent, metformin, were designed, synthesized, and evaluated in vitro and in vivo to accomplish improved lipophilicity and, consequently, enhanced oral absorption of this highly water-soluble drug. These results represent that the more lipophilic prodrug 2a biotransformed quant. to metformin mainly after absorption. The enhanced oral absorption consequently promoted the bioavailability of metformin from 43% to 65% in rats. Thus, this novel prodrug may offer a solution to reduce the required daily doses of metformin, which may decrease the uncomfortable adverse effects associated with metformin therapy. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Recommanded Product: 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. 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). Recommanded Product: 14204-27-4

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

Benign One-Pot Synthesis of Carbamo(dithioperoxo)thioate Compounds in Water Medium Using N-(Arylthio)phthalimides as the Electrophilic Sulfur Source was written by Dutta, Soumya;Saha, Amit. And the article was included in ChemistrySelect in 2018.Related Products of 14204-27-4 This article mentions the following:

Carbamo(dithioperoxo)thioate compounds were synthesized in aqueous medium under open aerial condition at room temperature N-(arylthio)phthalimides were used as electrophilic sulfur donors which reacted with in-situ generated dithiocarbamate anions, produced carbamo(dithioperoxo)thioates in excellent yields. After the reaction, phthalimide residue was recovered and reused to prepare N-(arylthio)phthalimides. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Related Products of 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Related Products of 14204-27-4

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 Metal-Free Difunctionalization of Alkenes with CO₂ and Silanes or C(sp³)-H Alkanes was written by Hou, Jing;Ee, Aloysius;Cao, Hui;Ong, Han-Wee;Xu, Jin-Hui;Wu, Jie. And the article was included in Angewandte Chemie, International Edition in 2018.Electric Literature of C14H9NO2S This article mentions the following:

Catalytic alkene difunctionalization via Si-H and C-H activations represents an ideal atom- and step-economic pathway for quick assembly of mol. complexity. We herein developed a visible-light-promoted metal-free difunctionalization of alkenes using abundant CO₂ and readily available Si-H and C(sp³)-H bonds as feedstocks. Through the merger of photoredox and hydrogen-atom-transfer catalysis, a variety of value-added compounds, such as β-silacarboxylic acids and acids bearing a γ-heteroatom (e.g., N, O, S) could be directly accessed from simple alkenes in a redox-neutral fashion. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Electric Literature of C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Electric Literature of C14H9NO2S

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