93247-78-0 | - Page 2 of 5 - Indole Building Blocks

Xie, Jia-Hao’s team published research in Angewandte Chemie, International Edition in 2021-10-04 | 93247-78-0

Angewandte Chemie, International Edition published new progress about Allylation catalysts, stereoselective. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Formula: C10H9NO2.

Xie, Jia-Hao; Zheng, Chao; You, Shu-Li published the artcile< Palladium-Catalyzed Dearomative Methoxyallylation of 3-Nitroindoles with Allyl Carbonates>, Formula: C10H9NO2, the main research area is nitroindole allyl carbonate palladium catalyst dearomative methoxyallylation; methoxy nitro propenyl indole carboxylate diastereoselective preparation; 3-nitroindole; allylic substitution; dearomatization; diastereoselectivity; palladium.

A Pd-catalyzed dearomative methoxyallylation of 3-nitroindoles with readily available allyl carbonates was reported. Good yields (up to 86%) and diastereoselectivity (up to >20:1 dr) were obtained for a wide range of substrates. The compatibility of gram-scale synthesis and the relatively low catalyst loading (down to 1 mol % of [Pd]) enhanced the practicality of this method. The kinetic experiments indicated that the rate-determining step of this reaction was the nucleophilic attack of the alkoxide anion.

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

Lu, Ming-Zhu’s team published research in Organic Letters in 2020-04-03 | 93247-78-0

Organic Letters published new progress about Aryl silanes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Quality Control of 93247-78-0.

Lu, Ming-Zhu; Ding, Xin; Shao, Changdong; Hu, Zhengsong; Luo, Haiqing; Zhi, Sanjun; Hu, Huayou; Kan, Yuhe; Loh, Teck-Peng published the artcile< Direct Hiyama Cross-Coupling of (Hetero)arylsilanes with C(sp2)-H Bonds Enabled by Cobalt Catalysis>, Quality Control of 93247-78-0, the main research area is pyrimidyl indole arylsilane cobalt catalyst Hiyama cross coupling arylation; arylsilane pyrimidyl pyrrole cobalt catalyst Hiyama cross coupling arylation.

A chelation-assisted C-H arylation of various indoles with sterically and electronically diverse (hetero)arylsilanes enabled by cost-effective Cp*-free cobalt catalysis was reported. Key to the success of this strategy was the judicious choice of copper(II) fluoride as a bifunctional sliane activator and catalyst reoxidant. This methodol. features a broad substrate scope and good functional group compatibility. The synthetic versatility of this protocol was highlighted by the gram-scale synthesis and late-stage diversification of biol. active mols.

Dawidowski, Maciej’s team published research in Journal of Medicinal Chemistry in 2020-01-23 | 93247-78-0

Journal of Medicinal Chemistry published new progress about Chagas disease. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-carboxylate.

Dawidowski, Maciej; Kalel, Vishal C.; Napolitano, Valeria; Fino, Roberto; Schorpp, Kenji; Emmanouilidis, Leonidas; Lenhart, Dominik; Ostertag, Michael; Kaiser, Marcel; Kolonko, Marta; Tippler, Bettina; Schliebs, Wolfgang; Dubin, Grzegorz; Maeser, Pascal; Tetko, Igor V.; Hadian, Kamyar; Plettenburg, Oliver; Erdmann, Ralf; Sattler, Michael; Popowicz, Grzegorz M. published the artcile< Structure-Activity Relationship in Pyrazolo[4,3-c]pyridines, First Inhibitors of PEX14-PEX5 Protein-Protein Interaction with Trypanocidal Activity>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is Trypanosoma infectious diseases PEX14 PEX5 PPI metabolic pathways MDS.

Trypanosoma protists are pathogens leading to a spectrum of devastating infectious diseases. The range of available chemotherapeutics against Trypanosoma is limited, and the existing therapies are partially ineffective and cause serious adverse effects. Formation of the PEX14-PEX5 complex is essential for protein import into the parasites’ glycosomes. This transport is critical for parasite metabolism and failure leads to mislocalization of glycosomal enzymes, with fatal consequences for the parasite. Hence, inhibiting the PEX14-PEX5 protein-protein interaction (PPI) is an attractive way to affect multiple metabolic pathways. Herein, we have used structure-guided computational screening and optimization to develop the first line of compounds that inhibit PEX14-PEX5 PPI. The optimization was driven by several X-ray structures, NMR binding data, and mol. dynamics simulations. Importantly, the developed compounds show significant cellular activity against Trypanosoma, including the human pathogen Trypanosoma brucei gambiense and Trypanosoma cruzi parasites.

Shoberu, Adedamola’s team published research in Organic Chemistry Frontiers in 2021 | 93247-78-0

Organic Chemistry Frontiers published new progress about Cyclization. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.

Shoberu, Adedamola; Li, Cheng-Kun; Qian, Hai-Feng; Zou, Jian-Ping published the artcile< Copper-catalyzed, N-auxiliary group-controlled switchable transannulation/nitration initiated by nitro radicals: selective synthesis of pyridoquinazolones and 3-nitroindoles>, Product Details of C10H9NO2, the main research area is pyridoylindole copper catalyst nitrosation transannulation; pyridoquinazolone preparation; indolyl pyridinyl methanone copper catalyst regioselective chemoselective nitration; nitroindole preparation.

Herein, a strategy based on the judicious choice of N-auxiliaries, which stabilize the substrates as well as allow precise and predictable control over their reactivity with tert-Bu nitrite was described. Thus, the stage was set for the copper-assisted, controllable synthesis of pyridoquinazolones or 3-nitroindoles. Mechanistic studies implicate a switch in the mechanism, in which N-2-pyridylindoles reacted via a nitrosation/transannulation process and N-2-pyridoylindoles underwent an amide bond dissociation/nitration sequence. Notably, the subsequent removal of the auxiliary groups was not required in these reactions.

Organic Chemistry Frontiers published new progress about Cyclization. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.

Jia, Wen-Liang’s team published research in Organic Letters in 2019-12-06 | 93247-78-0

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Recommanded Product: Methyl 1H-indole-7-carboxylate.

Jia, Wen-Liang; Westerveld, Nick; Wong, Kit Ming; Morsch, Thomas; Hakkennes, Matthijs; Naksomboon, Kananat; Fernandez-Ibanez, M. Angeles published the artcile< Selective C-H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis>, Recommanded Product: Methyl 1H-indole-7-carboxylate, the main research area is tetrahydroquinoline indoline olefination palladium catalyst sulfur oxygen ligand.

Herein, a highly selective C-H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis is reported. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodol. was demonstrated by the efficient olefination of several indoline-based natural products.

Palani, Vignesh’s team published research in Chemical Science in 2021 | 93247-78-0

Chemical Science published new progress about Fused heterocyclic compounds Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-carboxylate.

Palani, Vignesh; Perea, Melecio A.; Gardner, Kristen E.; Sarpong, Richmond published the artcile< A pyrone remodeling strategy to access diverse heterocycles: application to the synthesis of fascaplysin natural products>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is fascaplysin preparation; pyridoindole preparation.

The synthesis of diverse N-fused heterocycles, including the pyrido[1,2-a]indole scaffold, e.g., I, using an efficient pyrone remodeling strategy was described. The pyrido[1,2-a]indole core was demonstrated to be a versatile scaffold that could be site-selectively functionalized. The utility of this novel annulation strategy was showcased in a concise formal synthesis of three fascaplysin congeners.

Xie, Xiu-Ying’s team published research in Synthesis in 2021-08-31 | 93247-78-0

Synthesis published new progress about Aliphatic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Reference of 93247-78-0.

Xie, Xiu-Ying; Jiang, Wei-Tao; Xiao, Bin published the artcile< Alkyl Carbagermatrane Enabled Synthesis of Seven-Membered Carbocycle-Fused Aromatics through Catellani Strategy>, Reference of 93247-78-0, the main research area is bromoalkyl carbagermatrane preparation iodoarene palladium phosphine regioselective Catellani cyclization; carbocycle fused arene preparation.

Synthesis of seven-membered carbocycle-fused aromatics was realized by Catellani reaction using terminally brominated alkyl carbagermatranes through intermol. cyclization manner. Various functional groups were well tolerated and this transformation was also expanded to the synthesis of carbocycles of other size. The utility of the above method was demonstrated by modification of natural product derivatives and synthesis of bioactive mols.

Zhang, Cheng’s team published research in iScience in 2019-11-22 | 93247-78-0

iScience published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.

Zhang, Cheng; Hong, Kemiao; Dong, Shanliang; Pei, Chao; Zhang, Xiaolu; He, Ciwang; Hu, Wenhao; Xu, Xinfang published the artcile< Gold(I)-Catalyzed Aromatization: Expeditious Synthesis of Polyfunctionalized Naphthalenes>, Product Details of C10H9NO2, the main research area is polyfunctionalized naphthalene preparation; alkynyl diazoacetate endo dig carbocyclization gold catalyst; Catalysis; Organic Reaction; Organic Synthesis.

A gold-catalyzed 6-endo-dig carbocyclization of alkyne with the pendent diazo group is reported. It provides an expeditious approach for the synthesis of multi-functionalized naphthalene derivatives under mild conditions. Mechanistic studies suggest that a vinyl gold carbene is generated as the key intermediate in this cascade transformation that smoothly delivers naphthalene products through an unprecedented stepwise aromatization or an intermol. aromatic substitution process. The unique endocyclic vinyl species is inaccessible with other precursors; thus, novel carbene cascade transformations could be envisioned with the current catalytic model. Functional groups, such as alkenyl, hydroxyl, amino, and carboxyl groups, remain untouched under these conditions. In addition, the utility of these generated 2-carboxyl naphthalenes is illustrated by the synthesis of chiral 1,2′-binaphthalene ligands and π-conjugated polycyclic hydrocarbons (CPHs).

Xu, Xiang’s team published research in European Polymer Journal in 2022-05-15 | 93247-78-0

European Polymer Journal published new progress about Blue light. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application of C10H9NO2.

Xu, Xiang; Shen, Yi; Shu, Yue; Guan, Yong; Wei, Dafu published the artcile< Synthesis and application of poly methyl indole-4-carboxylate with blue light blocking properties>, Application of C10H9NO2, the main research area is polyindole oxidative polymerization optical blue light blocking property DFT.

Blue light hazards have garnered increasing attention owing to the popularity of displays. Although melanin on the retina acts as a blue light barrier, overexposure to blue light increases the risk of visual damage. A class of Me indole-n-carboxylate oligomers (O-MInC, n = 3, 4, 5, 6, and 7) was synthesized through solid-phase oxidative polymerization Based on the exptl. characterizations, including time-of-flight mass spectrometry, IR spectroscopy, and d. functional theory calculations of the average local ionization energy, the authors proposed a mechanism for the oxidative polymerization of Me indole-4-carboxylate (MI4C). Me indole-4-carboxylate oligomer (O-MI4C) is composed of cyclic oligomers containing large conjugated structures that are generated by the repetition of electron deprivation, radical coupling, and dehydrogenation reactions. O-MI4C exhibits the best blue light absorption among its allotropes substituted at different positions with a cut-off absorption wavelength of 530 nm. Finally, O-MI4C was added to polymethyl methacrylate (PMMA) and Columbia resin 39 (CR-39) flakes through in situ polymerization to investigate the behavior of blue light blocking. The PMMA/O-MI4C (0.01 wt%) and CR-39/O-MI4C (0.02 wt%) can block 25% and 35% of blue light; however, they have no significant effect on green and orange lights.

European Polymer Journal published new progress about Blue light. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application of C10H9NO2.

Wang, Dong’s team published research in Organic Letters in 2019-06-21 | 93247-78-0

Organic Letters published new progress about Crystal structure. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.

Wang, Dong; Wang, Zhentao; Liu, Zhenlin; Huang, Mindong; Hu, Jianyong; Yu, Peng published the artcile< Strategic C-C Bond-Forming Dearomatization of Pyridines and Quinolines>, Product Details of C10H9NO2, the main research area is regioselective diastereoselective tetrahydropyridine tetrahydroquinoline preparation one pot aromatization; dearomative double nucleophilic addition pyridine quinoline.

A one-pot protocol for the dearomative double nucleophilic addition to pyridines and quinolines, providing convenient, regioselective and diastereoselective access to tetrahydropyridines and tetrahydroquinolines under reductant-free conditions is described. This method also offers a new strategy for the general dearomatization of nitrogen heteroaromatics

Organic Letters published new progress about Crystal structure. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.