Tag: M.W=150-200

Golovko, T. V. published the artcileNew synthesis of pyrido[4,3-b]indoles (γ-carbolines) on the basis of indolin-2-one lactim ether, Category: indole-building-block, the main research area is indolinone lactim ether malononitrile condensation; oxindole lactim ether malononitrile condensation; pyridoindole preparation; gamma carboline preparation; pyrimidocarboline preparation.

Condensation of indolin-2-one (oxindole) lactim ether with H2C(CN)2 leads to 2-dicyanomethylidene-2,3-dihydroindole. Subsequent reaction with DMF di-Et acetal [or HC(OEt)3] and further cyclization affords 4-cyanopyrido[4,3-b]indoles (γ-carbolines). 3-Amino-4-cyanopyrido[4,3-b]indole was used in the synthesis of substituted pyrimido[4,5-c]-γ-carbolines.

Russian Chemical Bulletin published new progress about Condensation reaction. 1009-27-4 belongs to class indole-building-block, name is 2-Ethoxy-1H-indole, and the molecular formula is C10H11NO, Category: indole-building-block.

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

Knepper, Kerstin published the artcileBartoli Indole Synthesis on Solid Supports, HPLC of Formula: 57663-18-0, the main research area is indolecarboxylate Bartoli synthesis solid phase.

Bartoli indole synthesis was performed on solid supports. Starting from Merrifield resin, immobilization of five nitrobenzoic acids was performed. Addition of four different alkenyl Grignard reagents and basic cleavage leads to substituted Me indolecarboxylates in excellent purities. Features of this reaction are the stability of halide groups, ester moieties, and tolerance of o,o’-unsubstituted nitro resins. Heck and Sonogashira reactions are also possible with immobilized indoles.

Organic Letters published new progress about Solid phase synthesis. 57663-18-0 belongs to class indole-building-block, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, HPLC of Formula: 57663-18-0.

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

Yang, Xiao-Hui published the artcileIntermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines, Name: 4-Chloroindoline, the main research area is rhodium catalyzed intermol hydroamination diene Bronsted acid BINAP effect; homoallylic amine preparation anti Markovnikov selectivity.

Authors report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. The work show-cases the first case of anti-Markovnikov selectivity in the intermol. coupling of amines and 1,3-dienes. By tuning the ligand properties and Bronsted acid additive, it was found that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.

Journal of the American Chemical Society published new progress about Addition reaction (anti-Markovnikov). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Name: 4-Chloroindoline.

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

Xiong, Dan published the artcileRhodium-Catalyzed Mild C7-Amination of Indolines with Nitrosobenzenes, COA of Formula: C8H8ClN, the main research area is pyrimidinyl indoline nitrosobenzene rhodium catalyst regioselective amination reaction; phenylamino indolinone preparation green chem crystal structure.

A mild and practical Rh(III)-catalyzed C7-H amination of indolines were described, which allows the synthesis of a variety of 7-amino-substituted indolines with good functional group tolerance and high atom economy. Notably, nitrosobenzenes served as nitrogen source in this transformation, and therefore behave environmentally friendly for C-N bond constructions.

ChemistrySelect published new progress about Amination catalysts (regioselective). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, COA of Formula: C8H8ClN.

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

Dobrowolski, P. published the artcileProton and carbon-13 NMR study of the prototropic equilibriums of 2-indolinone, Application In Synthesis of 1009-27-4, the main research area is NMR indolinone tautomerism.

13C NMR data are reported for 0.5 M CDCl3 solutions of 2-indolinone and six related compounds The question of prototropic equilibrium is discussed involving three possible tautomers, A, B, C. Form A is found to predominate in the dynamic equilibrium established for three of the compounds studied. In the case of a fourth compound slow exchange between forms B and C results in the finding of both of these forms in the approx. ratio 1:1.8. These findings are supported by 1H NMR measurements. Corresponding 1H and 13C NMR measurements on methanol solutions are essentially the same.

Journal of Molecular Structure published new progress about NMR (nuclear magnetic resonance). 1009-27-4 belongs to class indole-building-block, name is 2-Ethoxy-1H-indole, and the molecular formula is C10H11NO, Application In Synthesis of 1009-27-4.

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

Kamienski, Bohdan published the artcileA multinuclear NMR study of the tautomeric equilibria of some indolinones, SDS of cas: 1009-27-4, the main research area is NMR indolinone tautomerism.

1H, 13C and 15N NMR data are reported for three indolinones which, in principle, may exhibit tautomeric equilibrium together with the corresponding NMR results for three model compounds It is found that when taken together the 1H, 13C and 15N NMR results provide a greater insight into both fast and slow exchange equilibrium than would either of these techniques considered alone. The results are indicative of the dependence of equilibrium upon the choice of solvent.

Bulletin of the Polish Academy of Sciences, Chemistry published new progress about NMR (nuclear magnetic resonance). 1009-27-4 belongs to class indole-building-block, name is 2-Ethoxy-1H-indole, and the molecular formula is C10H11NO, SDS of cas: 1009-27-4.

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

Liu, Yongfu published the artcileDiscovery of 3-Pyridyl Isoindolin-1-one Derivatives as Potent, Selective, and Orally Active Aldosterone Synthase (CYP11B2) Inhibitors, Recommanded Product: 5-Chloroisoindolin-1-one, the main research area is pyridyl isoindolinone derivative preparation oral aldosterone synthase inhibitor.

Aldosterone synthase (CYP11B2) inhibitors have been explored in recent years as an alternative therapeutic option to mineralocorticoid receptor (MR) antagonists to reduce elevated aldosterone levels, which are associated with deleterious effects on various organ systems including the heart, vasculature, kidney, and central nervous system (CNS). A benzamide pyridine hit derived from a focused screen was successfully developed into a series of potent and selective 3-pyridyl isoindolin-1-ones CYP11B2 inhibitors. Our systematic structure-activity relationship study enabled us to identify unique structural features that result in high selectivity against the closely homologous cortisol synthase (CYP11B1). We evaluated advanced lead mols., exemplified by compound 52, in an in vivo cynomolgus monkey acute adrenocorticotropic hormone (ACTH) challenge model and demonstrated a superior 100-fold in vivo selectivity against CYP11B1.

Journal of Medicinal Chemistry published new progress about Aldosterone synthase inhibitors. 74572-29-5 belongs to class indole-building-block, name is 5-Chloroisoindolin-1-one, and the molecular formula is C8H6ClNO, Recommanded Product: 5-Chloroisoindolin-1-one.

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

Zhao, Fei published the artcileMonoamine Oxidase (MAO-N) Biocatalyzed Synthesis of Indoles from Indolines Prepared via Photocatalytic Cyclization/Arylative Dearomatization, Application In Synthesis of 41910-64-9, the main research area is monoamine oxidase indole indoline photocatalytic cyclization dearomatization.

The biocatalytic aromatization of indolines into indole derivatives exploiting monoamine oxidase (MAO-N) enzymes is presented. Indoline substrates were prepared via photocatalytic cyclization of arylaniline precursors or via arylative dearomatization of unsubstituted indoles and in turn chemoselectively aromatized by the MAO-N D11 whole cell biocatalyst. Computational docking studies of the indoline substrates in the MAO-N D11 catalytic site allowed for the rationalization of the biocatalytic mechanism and exptl. results of the biotransformation. This methodol. represents an efficient example of biocatalytic synthesis of indole derivatives and offers a facile approach to access these aromatic heterocycles under mild reaction conditions.

ACS Catalysis published new progress about Biotransformation (whole-cell). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Application In Synthesis of 41910-64-9.

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

Huang, Honggui published the artcileSustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles, COA of Formula: C8H8ClN, the main research area is fluoroalkylated pyrroloindole synthesis photocatalytic fluoroalkylation cyclization cascade butenoylindole; radical cascade fluoroalkylated pyrroloindole synthesis.

We disclose herein a photocatalytic difluoroalkylation and cyclization cascade reaction of N-(but-2-enoyl)indoles with broad substrate scopes in up to 90% isolated yield. This method provides sustainable and efficient access to synthesize difluoroalkylated pyrrolo[1,2-a]indoles with a quaternary carbon center under mild conditions.

Journal of Organic Chemistry published new progress about Carbolines Role: SPN (Synthetic Preparation), PREP (Preparation). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, COA of Formula: C8H8ClN.

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

Yang, Xiao-Hui published the artcileRhodium-catalyzed hydrofunctionalization: Enantioselective coupling of indolines and 1,3-dienes, Application In Synthesis of 41910-64-9, the main research area is allylic amine enantioselective regioselective synthesis; hydrofunctionalization diene rhodium catalyst reaction mechanism; indoline coupling diene hydroamination rhodium catalyst JoSPOphos steric effect.

We communicate a strategy for the hydrofunctionalization of 1,3-dienes via Rh-hydride catalysis. Conjugated dienes are coupled to nucleophiles to demonstrate the feasibility of novel C-C, C-O, C-S, and C-N bond forming processes. In the presence of a chiral JoSPOphos ligand, hydroamination generates chiral allylic amines with high regio- and enantioselectivity. Tuning both the pKa and steric properties of an acid-additive is critical for enantiocontrol.

Journal of the American Chemical Society published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Application In Synthesis of 41910-64-9.

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