Day: November 18, 2022

Kumar, A. Sanjeeva published the artcileIndium/Fe(III)- mediated regioselective β-cross-coupling aldol type addition reaction of activated alkenes with isatins/isatinimines in aqueous media, HPLC of Formula: 1677-47-0, the main research area is hydroxy oxindole regioselective preparation; alkene isatin indium iron catalyst coupling aldol addition; amino oxindole regioselective preparation; isatinimine alkene indium iron catalyst Mannich coupling.

A highly efficient and regioselective synthesis of 3-amino/hydroxy-substituted oxindole derivatives, e.g., I and II, via β-cross coupling aldol type addition reaction of activated alkenes with isatins and Mannich-type coupling of isatinimines in presence of indium/Fe (III) was described. This synthetic protocol explores a broad substrate scope and smoothly proceeds under base-free conditions and resulting products were obtained in a short reaction time with moderate to high yields.

RSC Advances published new progress about Aldol addition. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, HPLC of Formula: 1677-47-0.

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

Hyatt, Janice L. published the artcileSelective Inhibition of Carboxylesterases by Isatins, Indole-2,3-diones, Application In Synthesis of 1677-47-0, the main research area is isatin inhibitor carboxylesterase structure activity relationship drug metabolism.

Carboxylesterases (CE) are ubiquitous enzymes thought to be responsible for the metabolism and detoxification of xenobiotics. Numerous clin. used drugs including Demerol, lidocaine, capecitabine, and CPT-11 are hydrolyzed by these enzymes. Hence, the identification and application of selective CE inhibitors may prove useful in modulating the metabolism of esterified drugs in vivo. Having recently identified benzil (diphenylethane-1,2-dione) as a potent selective inhibitor of CEs, we sought to evaluate the inhibitory activity of related 1,2-diones toward these enzymes. Biochem. assays and kinetic studies demonstrated that isatins (indole-2,3-diones), containing hydrophobic groups attached at a variety of positions within these mols., could act as potent, specific CE inhibitors. Interestingly, the inhibitory potency of the isatin compounds was related to their hydrophobicity, such that compounds with clogP values of <1.25 were ineffective at enzyme inhibition. Conversely, analogs demonstrating clogP values >5 routinely yielded Ki values in the nM range. Furthermore, excellent 3D QSAR correlates were obtained for 2 human CEs, hCE1 and hiCE. While the isatin analogs were generally less effective at CE inhibition than the benzils, the former may represent valid lead compounds for the development of inhibitors for use in modulating drug metabolism in vivo.

Journal of Medicinal Chemistry published new progress about Drug metabolism. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Application In Synthesis of 1677-47-0.

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

Chen, Weidong published the artcileCatalytic Aerobic Dehydrogenation of N-Heterocycles by N-Hydoxyphthalimide, Application In Synthesis of 13523-93-8, the main research area is indole preparation; indoline dehydrogenation hydoxyphthalimide catalyst; quinoline preparation; tetrahydroquinolinine aerobic dehydrogenation hydoxyphthalimide catalyst copper.

Catalytic methods for the aerobic dehydrogenation of N-heterocycles were reported. In most cases, indoles were accessed efficiently from indolines using catalytic N-hydroxyphthalimide (NHPI) as the sole additive under air. For more challenging substrates and to expand the scope to other heterocycles, a catalyst system of NHPI and copper was developed.

Advanced Synthesis & Catalysis published new progress about Dehydrogenation. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Application In Synthesis of 13523-93-8.

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

Li, Laiqiang published the artcileSite-Selective Electrochemical C-H Cyanation of Indoles, COA of Formula: C16H15NO, the main research area is carbonitrile indole green regioselective preparation; indole trimethylsilyl cyanide electrochem cyanation tris bromophenyl amine catalyst.

An electrochem. approach for the site-selective C-H cyanation of indoles to form indole-carbonitriles I [R1 = CN, Ph; R2 = Me, CN, C(O)OMe, etc.; R3 = H, 4-Me, 5-F, 6-Cl, etc.; R4 = Me, Bn, i-Pr, etc.] employing readily available TMSCN as cyano source has been developed. The electrosynthesis relied on the tris(4-bromophenyl)amine as a redox catalyst, which achieved better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions were conducted in a simple undivided cell at room temperature and obviated the need for transition-metal reagent and chem. oxidant.

Organic Letters published new progress about Cyanation (C-H). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, COA of Formula: C16H15NO.

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

Dalziel, Michael E. published the artcileRegioselective Functionalization of 7-Azaindole by Controlled Annular Isomerism: The Directed Metalation-Group Dance, Product Details of C10H13N3, the main research area is regioselective functionalization azaindole annular isomerism directed metalation group migration; deuterium; heterocycles; lithiation; regioselectivity; synthetic methods.

The regioselective functionalization of 7-azaindole by controlled annular isomerism employing a directed metalation-group migration is reported. The N7 carbamoyl azaindoles undergo regioselective metalation and quenching with an electrophile to furnish C6-substituted derivatives which, in the presence of a catalytic amount of ClCONR2 promotes a carbamoyl group shift or dance from N7 to N1. A second directed metalation/electrophile quench sequence leads to 2,6-substituted azaindoles. Optimization of the metalation conditions for C2 and C6, sep. and iteratively, is presented. Using the directed metalation group dance strategy, a late-stage deuteration of an antipsychotic drug is described. Overall, the controlled migration of the carbamoyl directing group allows multiple functionalization events of the bioactive azaindole scaffold.

Angewandte Chemie, International Edition published new progress about Carbamoyl group. 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, Product Details of C10H13N3.

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

Roever, S. published the artcileIdentification of 4-methyl-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indoles as 5-HT2C receptor agonists, Recommanded Product: Ethyl 6-cyano-1H-indole-2-carboxylate, the main research area is pyrazinoindole hexahydro preparation 5HT2C receptor agonist.

Synthesis and evaluation of the activity of new 4-methyl-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indoles as 5-HT2C receptor agonists are described. Appropriately substituted, several analogs, e.g. I, displayed selectivity against the other 5-HT2 receptor subtypes of 1 order of magnitude or more. Selectivity was improved for several compounds vs. the lead II, increasing the therapeutic interest in this series of 5-HT2C receptor agonists.

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT2C agonists. 104291-81-8 belongs to class indole-building-block, name is Ethyl 6-cyano-1H-indole-2-carboxylate, and the molecular formula is C12H10N2O2, Recommanded Product: Ethyl 6-cyano-1H-indole-2-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

Zhou, Mingwei published the artcileZinc triflate-mediated cyclopropanation of oxindoles with vinyl diphenyl sulfonium triflate: a mild reaction with broad functional group compatibility, Application of 5,6-Dichloroindolin-2-one, the main research area is spirocyclopropyloxindole preparation; oxindole vinyl diphenyl sulfonium triflate zinc triflate mediated cyclopropanation.

The first use of zinc triflate for the cyclopropanation of unprotected oxindoles with vinyl di-Ph sulfonium triflate salt to afford spiro[cyclopropane-1,3′-indoline]-2′-ones I [R = 5-OH, 6-F, 7-Cl, 4-Br, etc.] was reported. The reaction proceeded under ambient conditions and consistently provided high yields with broad functional group tolerability. The utility for the late-stage functionalization (LSF) of complex mols. was demonstrated.

RSC Advances published new progress about Cyclopropanation. 71293-59-9 belongs to class indole-building-block, name is 5,6-Dichloroindolin-2-one, and the molecular formula is C8H5Cl2NO, Application of 5,6-Dichloroindolin-2-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

Qin, Hui published the artcileA convenient cyclopropanation process of oxindoles via bromoethylsulfonium salt, Quality Control of 71293-59-9, the main research area is oxindole bromoethylsulfonium triflate cyclopropanation; spirocyclopropane indolinone preparation.

A practical convenient conversion of oxindoles into the corresponding spirocyclopropane-oxindoles, e.g., I, is achieved efficiently using bromoethylsulfonium salt, which is easily prepared on a large scale and is stable crystalline This reaction of bromoethylsulfonium salt with different substituted unprotected oxindoles proceeded under mild condition and provided moderate yields.

Tetrahedron published new progress about Cyclopropanation. 71293-59-9 belongs to class indole-building-block, name is 5,6-Dichloroindolin-2-one, and the molecular formula is C8H5Cl2NO, Quality Control of 71293-59-9.

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

Haase, F. published the artcileHeterocyclic reaction design with RDSS, Formula: C8H8ClN, the main research area is computer generated synthetic design heterocyclic compound; RDSS computer program design synthesis heterocycle.

The paper gives a brief description of the synthesis planning computer program RDSS and deals with experience made in application to heterocyclic reactions, e.g., the synthesis of 4-hydroxyindole. The program version RDSS V4.1 was tested after completing a new synthon recognition program. A knowledge base consisting of some general synthesis rules and specialized heterocyclic mechanisms were built up to support this task. The results ensure that the knowledge based system RDSS may be a helpful tool for organic synthesis design.

Tetrahedron Computer Methodology published new progress about Computer program. 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, 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

Beaulieu, Pierre L. published the artcileImproved replicon cellular activity of non-nucleoside allosteric inhibitors of HCV NS5B polymerase: From benzimidazole to indole scaffolds, Application In Synthesis of 494799-17-6, the main research area is indole derivative preparation antiviral hepatitis C virus polymerase inhibitor.

Benzimidazole-based allosteric inhibitors of the hepatitis C virus (HCV) NS5B polymerase were diversified to a variety of topol. related scaffolds. Replacement of the polar benzimidazole core by lipophilic indoles led to inhibitors with improved potency in the cell-based subgenomic HCV replicon system. Transposing the indole scaffold into a previously described series of benzimidazole-tryptophan amides generated the most potent inhibitors of HCV RNA replication in cell culture reported to date in this series (EC50 ∼ 50 nM).

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 494799-17-6 belongs to class indole-building-block, name is 3-Cyclohexyl-1H-indole-6-carboxylic acid, and the molecular formula is C15H17NO2, Application In Synthesis of 494799-17-6.

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