Month: October 2022

Boyd, Olivia; Wang, Gang-Wei; Sokolova, Olga O.; Calow, Adam D. J.; Bertrand, Sophie M.; Bower, John F. published the artcile< Modular Access to Eight-Membered N-Heterocycles by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes>, SDS of cas: 399-76-8, the main research area is aminocyclopropane rhodium regioselective diastereoselective carbonylative heterocyclization; azocane preparation; C−C activation; azocanes; cyclopropanes; rhodium.

Aminocyclopropanes equipped with pendant nucleophiles undergo carbonylative heterocyclization triggered by C-C bond activation to generate eight-membered N-heterocycles, e.g., I. In these processes, intramol. “”capture”” of a rhodacyclopentanone intermediate by an aryl or N-based nucleophile is followed by C-C or C-N bond-forming “”collapse”” to the targets. These studies demonstrate how the combination of cyclopropane strain release and the templating effect of catalytically generated metallacycles can be harnessed to enable otherwise challenging medium ring closures.

Angewandte Chemie, International Editionpublished new progress about C-C bond activation. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, SDS of cas: 399-76-8.

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

Lin, Hui-Shan; Chen, Shu-Jun; Huang, Jing-Mei published the artcile< Electrosynthesis of (hetero)aryl nitriles from α-imino-oxy acids via oxidative decarboxylation/N-O cleavage>, Synthetic Route of 4771-48-6, the main research area is indolylemthyliminooxy acid electrochem oxidative decarboxylation cleavage; indolyl carbonitrile preparation.

A new method for the synthesis of (hetero)aryl nitriles via iminyl radicals was developed through the electrochem. oxidative decarboxylation of α-imino-oxy acids. This protocol provides an efficient approach to nitriles with a broad range of functional-group tolerance under ambient conditions and can be applied for one-pot gram-scale synthesis.

Chemical Communications (Cambridge, United Kingdom)published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Synthetic Route of 4771-48-6.

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

Xu, Chong-Hui; Xiong, Zhi-Qiang; Li, Yang; Zhu, Yan-Ping; Li, Jin-Heng published the artcile< Copper-catalyzed oxidative phosphonoheteroarylation of alkenes with phosphonates and N-heteroarenes via P-H/C-H functionalization>, Application of C10H9NO2, the main research area is heteroaryl alkylphosphonate preparation; alkene phosphonate heteroarene oxidative intermol phosphonoheteroarylation copper catalyst.

A copper-catalyzed oxidative intermol. phosphonoheteroarylation of alkenes R1C(R1)=CHR2 (R1 = 4-methoxyphenyl, 6-bromo-2H-1,3-benzodioxol-5-yl, 3-methylthiophen-2-yl, etc.; R2 = H, Me, Ph, 4-methylphenyl, 4-chlorophenyl; R3 = H, Me) with phosphonates ((R4)2)P(O)H [R4 = OMe, OEt, Oi-Pr, Ph, (2-methylpropyl)oxidanyl] and nucleophilic N-heteroarenes I (R5 = 5-OMe, 4-CHO, 7-COOMe ; R6 = H, Bn, Me, Ph; R7 = H, Me, COOMe) and 1-phenyl-1H-pyrrole involving P-H/C-H functionalization for the synthesis of highly valuable β-(N-heteroaryl)-alkylphosphonates II and III is disclosed. This method allows the incorporation of two functional groups, a phosphonate and a N-heteroarene, into the alkene in a single reaction step through oxidative formation of the P-centered radicals, addition across the C=C bond, single electron oxidation and C-H functionalization cascades.

Organic Chemistry Frontierspublished new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application of C10H9NO2.

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

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>, HPLC of Formula: 93247-78-0, 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.

Organic Letterspublished 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, HPLC of Formula: 93247-78-0.

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

Ding, Lu; Gao, Run-Duo; You, Shu-Li published the artcile< Palladium(0)-Catalyzed Intermolecular Asymmetric Cascade Dearomatization Reaction of Indoles with Propargyl Carbonate>, Name: 5-Fluoroindole-2-carboxylic acid, the main research area is alkylindolyl methyl malonate preparation propargyl carbonate palladium tandem dearomatization; alkyl methylene dihydrocarbazole dicarboxylate chemoselective regioselective enantioselective preparation; allylic compounds; asymmetric catalysis; cascade reactions; dearomatization; palladium.

An intermol. asym. cascade dearomatization reaction of indole derivatives with propargyl carbonate was developed. The challenges associated with both the chemoselectivity between the carbon and nitrogen nucleophile and the enantioselective control during the formation of an all-carbon quaternary stereogenic center were well addressed by a Pd catalytic system derived from the Feringa ligand. A series of enantioenriched multiply substituted fused indolenines were provided in good yields (71-86%) with excellent enantioselectivity (91-96% ee) and chemoselectivity (3/4>19:1 in most cases).

Chemistry – A European Journalpublished new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Name: 5-Fluoroindole-2-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

Wang, Zhao-Yang; Guo, Rui-Li; Zhang, Xing-Long; Wang, Meng-Yue; Chen, Gang-Ni; Wang, Yong-Qiang published the artcile< Regioselective C5-H direct iodination of indoles>, COA of Formula: C10H9NO, the main research area is iodo indole regioselective preparation; aryl iodide iodosuccinimide iodination.

An efficient regioselective C5-H direct iodination of indoles I [R = H, 6-Cl, 4-Me, etc.; R1 = C(O)H, CN, C(O)OMe, C(O)OEt] was developed for the first time. Due to the versatility of aryl iodides, the method offered a general and practical access to the C5 functionalization of indoles. The approach featured mild reaction conditions, good tolerance of functional groups and more crucially, no metal involved in the reaction, thereby benefitting the late-stage decoration of medicinal mols. A mechanistic study showed that the current iodination reaction proceeded via a radical pathway.

Organic Chemistry Frontierspublished new progress about Aryl iodides Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

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

Liu, Li; Li, Yue; Wang, Feng; Ning, Rui; Kong, Dulin; Wu, Mingshu published the artcile< A new synthetic approach to oxindoles (1,3-dihydro-2H-indol-2-ones) by reductive dephosphorylation with hydroiodic acid of 3-(diethylphosphoryloxy)-oxindoles, derived from isatins (1H-Indole-2,3-diones)>, Application of C8H6ClNO, the main research area is diethylphosphoryloxy oxindole preparation reductive dephosphorylation; oxindole preparation.

A novel method for the synthesis of 3-unsubstituted oxindoles by the reductive dephosphorylation of 3-(diethylphosphoryloxy)oxindoles with hydroiodic acid was developed. This synthetic strategy involved a two-step procedure including a phospha-Brook rearrangement of isatins with di-Et phosphite and a reductive dephosphorylation of the phosphorylated oxindoles.

ARKIVOC (Gainesville, FL, United States)published new progress about Dephosphorylation (reductive). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Application of C8H6ClNO.

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

Seal, Jonathan T.; Atkinson, Stephen J.; Aylott, Helen; Bamborough, Paul; Chung, Chun-wa; Copley, Royston C. B.; Gordon, Laurie; Grandi, Paola; Gray, James R. J.; Harrison, Lee A.; Hayhow, Thomas G.; Lindon, Matthew; Messenger, Cassie; Michon, Anne-Marie; Mitchell, Darren; Preston, Alex; Prinjha, Rab K.; Rioja, Inmaculada; Taylor, Simon; Wall, Ian D.; Watson, Robert J.; Woolven, James M.; Demont, Emmanuel H. published the artcile< The Optimization of a Novel, Weak Bromo and Extra Terminal Domain (BET) Bromodomain Fragment Ligand to a Potent and Selective Second Bromodomain (BD2) Inhibitor>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is second bromodomain inhibitor.

The profound efficacy, yet associated toxicity of pan-BET inhibitors is well documented. The possibility of an ameliorated safety profile driven by significantly selective (>100-fold) inhibition of a subset of the eight bromodomains is enticing, but challenging given the close homol. Herein, we describe the X-ray crystal structure-directed optimization of a novel weak fragment ligand with a pan-second bromodomain (BD2) bias, to potent and highly BD2 selective inhibitors. A template hopping approach, enabled by our parallel research into an orthogonal template (15, GSK046, I), was the basis for the high selectivity observed This culminated in two tool mols., 20 (GSK620) and 56 (GSK549), which showed an anti-inflammatory phenotype in human whole blood, confirming their cellular target engagement. Excellent broad selectivity, developability, and in vivo oral pharmacokinetics characterize these tools, which we hope will be of broad utility to the field of epigenetics research.

Journal of Medicinal Chemistrypublished new progress about Anti-inflammatory agents. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-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

DeRatt, Lindsey G.; Lawson, Edward C.; Wang, Chao-Yuan; Kuduk, Scott D. published the artcile< Mild Intramolecular Ring Opening of Oxetanes>, Electric Literature of 399-76-8, the main research area is oxetane carboxamide nucleophile intramol ring opening.

Herein, an intramol. ring opening of oxetane carboxamides with mild nucleophiles, such as nitrogen heterocycles, is presented. The reaction proceeds under metal-free basic conditions which is highly unusual in ring opening reactions of oxetanes. Amide formation and oxetane ring opening/cyclization in a one-pot approach affords high levels of mol. complexity in a single step from simple, readily available substrates.

Organic Letterspublished new progress about Heterocyclic compounds, nitrogen Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Electric Literature of 399-76-8.

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

Luo, Yang-Hui; Sun, Bai-Wang published the artcile< An investigation into the substituent effect of halogen atoms on the crystal structures of indole-3-carboxylic acid (ICA)>, Reference of 23077-43-2, the main research area is halogen atom crystal structure indolecarboxylic acid ICA.

A study into the substituent effect of halogen atoms (F, Cl, Br) on the crystal structure of indole-3-carboxylic acid (ICA) was prepared The study was done through the aspect of crystal structure, intermol. interactions and π···π stacking motifs with the assistance of IR spectra, elemental analyses, NMR spectra, DSC, thermogravimetric analyses (TGA) and hot stage microscopy (HSM) measurements. The different kinds of halogen atoms and the different substituted positions have a significant effect on the crystal structures, mol. π···π stacking motifs and the kinds of intermol. interactions. The authors further correlated the m.ps. of the ICAs with the H-H, O-H and X-H (X = F, Cl, Br) interactions, and found a pos. correlation between them.

CrystEngCommpublished new progress about Correlation analysis. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Reference of 23077-43-2.

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