Day: October 14, 2022

Tao, Yuan; Zhang, Fei; Tang, Chen-Yu; Wu, Xin-Yan; Sha, Feng published the artcile< Direct Assembly of Benzo[a]carbazole-5-carboxylates via a Diels-Alder Reaction with Arynes and 3-Alkenylindoles>, Category: indole-building-block, the main research area is benzocarbazolecarboxylate regioselective preparation; alkenylindole aryne Diels Alder reaction.

A concise and direct synthetic strategy for the construction of benzo[a]carbazole-5-carboxylates, e.g., I, was disclosed via Diels-Alder reaction of in-situ generated arynes and 3-alkenylindoles. The reaction was highly selective and afforded the benzo[a]carbazole-5-carboxylates in good-to-excellent yields.

Asian Journal of Organic Chemistry published new progress about Alkynes, arynes Role: FMU (Formation, Unclassified), RCT (Reactant), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, 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

Pearson, Stuart E.; Nandan, Santosh published the artcile< A practical, efficient synthesis of 5-amino-7-azaindole>, Application of C7H5N3O2, the main research area is azaindole reduction Raney nickel; azaindoline preparation nitration; nitro azaindole preparation reduction; nitropyridine amino iodination; iodo amino pyridine preparation Sonogashira reaction acetylene silane; silylacetylaminopyridine preparation heteroannulation; amino azaindole preparation.

A much improved, workable synthesis of 5-amino-7-azaindole is described in 66% overall yield starting from 2-amino-5-nitropyridine. The key stage involves a microwave promoted heteroannulation reaction of a pyridine alkyne.

Synthesis published new progress about Heterocyclization. 101083-92-5 belongs to class indole-building-block, and the molecular formula is C7H5N3O2, Application of C7H5N3O2.

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

Treuerne Balazs, Krisztina E.; Molnar, Mark; Madarasz, Zoltan; Nyerges, Miklos published the artcile< A facile synthesis of novel polycyclic spiropyrrolidine oxindoles incorporating the 1,3-dipolar cycloaddition of azomethine ylides>, Product Details of C8H6ClNO, the main research area is polycyclic spiropyrrolidine oxindole preparation regio diastereoselective; azomethine ylide arylmethylene indolinone dipolar cycloaddition.

This study describes the synthesis of novel polycyclic spiropyrrolidine oxindoles through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ with 3-(arylmethylene)-indolin-2-ones. Effect of substituents of azomethine ylides and various dipolarophiles on reactivity, as well as on the products regio- and stereoselectivity was investigated.

Synthetic Communications published new progress about 1,3-Dipolar cycloaddition reaction, regioselective. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Product Details 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

Ye, Ya-Xi; Guan, Jing; Chen, Xin-Yue; Yu, Ya-Wen; Xu, Zhu-Min; Zeng, Shang-Ming-Zhu; Wang, Zhong-Chang; Wang, Bao-Zhong; Jiao, Qing-Cai; Zhu, Hai-Liang published the artcile< A new fluorescently labeled bisphosphonate for theranostics in tumor bone metastasis>, Application of C30H36N4O2, the main research area is bisphosphonate hydroxyapatite bone metastasis fluorescence; Bisphosphonate; Bone metastasis; Fluorescence imaging; Hydroxyapatite; pH-sensitivity.

Bone metastasis of malignant solid tumors has become one of the most serious complications, especially in breast cancer, which was particularly challenging for early detection and treatment in clin. practice. In this work, we reported a new fluorescently labeled bisphosphonate for bone metastasis detection of breast cancer. The designed probes were based on Rhodamine B and bisphosphonate as recognition group, which can specifically target hydroxyapatite (HA) existed in bone tissue. After the osteoclasts were adsorbed on the bone surface, the surrounding microenvironment was acidified, causing the HA to locally dissolve. The probe bound to the HA was then released, and realized the fluorescence turn on under acidic conditions. In vitro experiments showed that G0 was more excellent than G2 owing to shorter connecting arm. Subsequently, we proved that G0 could combine with HA rapidly and exhibit excellent response in solid state. More importantly, we established a model of bone metastasis with MDA-MB-231 cells which was similar to the clin. cases and evaluated the theranostics value of G0 prospectively, which provide the potential application prospect in clin.

Talanta published new progress about Antitumor agents. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Application of C30H36N4O2.

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

Hu, Ren-Ming; Han, Dong-Yang; Li, Ning; Huang, Jie; Feng, Yu; Xu, Da-Zhen published the artcile< Iron-Catalyzed Direct Oxidative Alkylation and Hydroxylation of Indolin-2-ones with Alkyl-Substituted N-Heteroarenes>, Category: indole-building-block, the main research area is iron catalyzed oxidative oxidative alkylation hydroxylation indolinone alkylheteroarene; N-heteroarenes; cross-coupling; iron; molecular oxygen; oxidation.

Presented herein is the first direct alkylation and hydroxylation reaction between two different C(sp3)-H bonds, indolin-2-ones and alkyl-substituted N-heteroarenes, through an oxidative cross-coupling reaction. The reaction is catalyzed by a simple iron salt under mild ligand-free and base-free conditions. The reaction is environmentally benign, employs air (mol. oxygen) as the terminal oxidant and oxygen source for the synthesis of O-containing compounds, and produces only water as the byproduct. Thus, e.g., indolin-2-one + 2-methylquinoline → I (93%) in presence of Fe(OAc)2.

Angewandte Chemie, International Edition published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent) (alkyl-substituted N-heteroarenes). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, 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

Xu, Chang-Jiang; Du, Wei; Albrecht, Lukasz; Chen, Ying-Chun published the artcile< Lewis Basic Amine Catalyzed Aza-Michael Reaction of Indole- and Pyrrole-3-carbaldehydes>, Category: indole-building-block, the main research area is alkylated indole pyrrole carbaldehyde preparation enantioselective regioselective; indole carbaldehyde enone amine organocatalyst aza Michael reaction.

3-Formyl substituted indoles or pyrroles can form HOMO-raised dearomative aza-dienamine-type intermediates with secondary amines, which can undergo direct aza-Michael addition to β-trifluoromethyl enones to afford N-alkylated products efficiently, albeit with low to fair enantioselectivity. In addition, similar asym. aza-Michael additions of these heteroarenes and crotonaldehyde are realized under dual catalysis of chiral amines, and the adducts are obtained with moderate to good enantioselectivity.

Synthesis published new progress about Aza-Michael reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, 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

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.

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>, 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.

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.

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

Bisag, Giorgiana Denisa; Pecorari, Daniel; Mazzanti, Andrea; Bernardi, Luca; Fochi, Mariafrancesca; Bencivenni, Giorgio; Bertuzzi, Giulio; Corti, Vasco published the artcile< Central-to-Axial Chirality Conversion Approach Designed on Organocatalytic Enantioselective Povarov Cycloadditions: First Access to Configurationally Stable Indole-Quinoline Atropisomers>, Name: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is chiral indole quinoline preparation; alkenylindole arylimine enantioselective Povarov cycloaddition axial chirality organocatalyst; Povarov cycloaddition; atropisomerism; chirality; indoles; quinolines.

The first stereoselective synthesis of enantioenriched axially chiral indole-quinoline systems is presented. The strategy takes advantage of an organocatalytic enantioselective Povarov cycloaddition of 3-alkenylindoles and N-arylimines, followed by an oxidative central-to-axial chirality conversion process, allowing for access to previously unreported axially chiral indole-quinoline biaryls. The methodol. is also implemented for the design and the preparation of challenging compounds exhibiting two stereogenic axes. DFT calculations shed light on the stereoselectivity of the central-to-axial chirality conversion, showing unconventional behavior.

Chemistry – A European Journal published new progress about Aromatic imines Role: RCT (Reactant), RACT (Reactant or Reagent). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

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

EL-Gammal, Ohyla A.; Alshater, Heba; El-Boraey, Hanaa A. published the artcile< Schiff base metal complexes of 4-methyl-1H-indol-3-carbaldehyde derivative as a series of potential antioxidants and antimicrobial: Synthesis, spectroscopic characterization and 3D molecular modeling>, HPLC of Formula: 4771-48-6, the main research area is transition metal indolylmethylenenicotinohydrazide complex preparation antioxidant antibacterial antifungal DFT.

Novel mononuclear Fe(III), Cu(II), Cd(II), Sn(IV) and binuclear Ni(II) and Hg(II) complexes with the Schiff base ligand: (E)-N’-((4-methyl-1H-indol-3-yl)methylene) nicotinohydrazide were synthesized. The elucidation of the structure of the prepared compounds were performed by elemental analyses, magnetic measurements, TG, 3-dimensional mol. modeling, molar conductance techniques and by various spectroscopic (IR, 1H NMR, UV-Visible, EPR) tools. Antioxidant activity in vitro by DPPH scanning of the ligand and its metal complexes was studied. All test compounds are excellent antioxidants and better than the standard (Ascorbic acid).[Sn(HL)Cl2(OH)2]·2H2O complex (5) showed the highest antioxidant activity. Also, the ligand and its metal complexes were screened against the sensitive organisms Staphylococcus aureus as Gram-pos. bacteria, Escherichia coli as Gram-neg. bacteria and two strains of fungi (Aspergillus flavus and Candida albicans). All metal complexes have higher antimicrobial activity than the metal free ligand and the binuclear [Hg2(HL)Cl4]·EtOH complex (6) possessed excellent antibacterial activity better than the standard drug Ampicillin (antibacterial agent) and showed excellent antifungal activity against Aspergillus flavus, better than Amphotericin B (antifungal agent).

Journal of Molecular Structure published new progress about Antibacterial agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, HPLC of Formula: 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