Duan, Yingqian’s team published research in Organic Chemistry Frontiers in 2016 | CAS: 13523-93-8

Organic Chemistry Frontiers published new progress about Fluoroalkylation (heteroaryl). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Recommanded Product: 4-(Benzyloxy)-1-methyl-1H-indole.

Duan, Yingqian published the artcileVisible-light-induced three-component 1,2-difluoroalkylarylation of styrenes with α-carbonyl difluoroalkyl bromides and indoles, Recommanded Product: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is indole difluoro preparation regioselective; styrene indole carbonyl difluoroalkyl bromide difluoroalkylarylation multicomponent photoredox catalyst.

A novel visible light photoredox catalysis three-component 1,2-difluoroalkylarylation of alkenes RCH=CH2 (R = 4-methoxyphenyl, 2-methoxyphenyl, 4-methylphenyl) and 1,2-dihydronaphthalene was disclosed, and two new C-C bonds were generated in a single step through regioselective incorporation of a CF2 group and a variety of indoles I (R1 = H, 5-MeO, 4-OBn, 6-F, etc.; R2 = Me, Bn) to C=C bonds. The well-designed photoredox system achieved the synthesis of a series of difluoro-containing indole derivatives, e.g., II with mild conditions and a broad substrate scope.

Organic Chemistry Frontiers published new progress about Fluoroalkylation (heteroaryl). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Recommanded Product: 4-(Benzyloxy)-1-methyl-1H-indole.

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

Patil, Nitin T.’s team published research in Tetrahedron Letters in 2009-11-25 | CAS: 13523-93-8

Tetrahedron Letters published new progress about Alkoxylation catalysts, reductive. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Related Products of indole-building-block.

Patil, Nitin T. published the artcileThorpe-Ingold effect in copper(II)-catalyzed formal hydroalkoxylation-hydroarylation reaction of alkynols with indoles, Related Products of indole-building-block, the main research area is alkynol indole hydroalkoxylation hydroarylation copper; substituted indole preparation; copper hydroalkoxylation hydroarylation catalyst.

The use of Cu(OTf)2 as a catalyst for tandem hydroalkoxylation-hydroarylation reaction of alkynes tethered with hydroxyl group is reported. The reaction proceeded with catalytic amount of the copper(II) triflate and produces C-3-substituted indoles in good to high yields. The method was shown to be applicable to a broad range of indoles, containing electron-withdrawing and electron-donating substituents, and alkynol substrates bearing sterically demanding substituents in the tether. Interestingly, it was found that Thorpe-Ingold effect is operating for this cyclization reaction. Easy availability and low cost of Cu(OTf)2 make this method attractive and amenable for large-scale synthesis compared to known literature methods.

Tetrahedron Letters published new progress about Alkoxylation catalysts, reductive. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Related Products of 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

Zhang, Weijie’s team published research in ACS Catalysis in 2018-09-07 | CAS: 13523-93-8

ACS Catalysis published new progress about Cyanation catalysts, thiocyanation. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-1H-indole.

Zhang, Weijie published the artcileVisible Light-Driven C-3 Functionalization of Indoles over Conjugated Microporous Polymers, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is visible light conjugated microporous polymer formylation thiocyanation catalyst; green indole.

Metal-free and heterogeneous organic photocatalysts provide an environmentally friendly alternative to traditional metal-based catalysts. This paper reports a series of carbazole-based conjugated microporous polymers (CMPs) with tunable redox potentials and explores their photocatalytic performance with regard to C-3 formylation and thiocyanation of indoles. Conjugated polymers were synthesized through FeCl3 mediated Friedel-Crafts reactions, and their redox potentials were well regulated by simply altering the nature of the core (i.e., 1,4-dibenzyl, 1,3,5-tribenzyl, or 1,3,5-triazin-2,4,6-triyl). The resulting CMPs exhibited high surface areas, visible light absorptions and tunable semiconductor-range band gaps. With the highest oxidative capability, CMP-CSU6 derived from 1,3,5-tri(9H-carbazol-9-yl)benzene showed the highest efficiency for C-3 formylation and thiocyanation of indoles at room temperature Notably, the as-made catalysts can be easily recovered with good retention of photocatalytic activity and reused at least five times, suggesting good recyclability. These results are significant for constructing high-performance porous polymer catalysts with tunable photoredox potentials targeting an efficient material design for catalysis.

ACS Catalysis published new progress about Cyanation catalysts, thiocyanation. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-1H-indole.

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

Xiao, Jun-An’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 13523-93-8

Chemical Communications (Cambridge, United Kingdom) published new progress about [4+2] Cycloaddition reaction (regioselective). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, SDS of cas: 13523-93-8.

Xiao, Jun-An published the artcileGold/scandium bimetallic relay catalysis of formal [5+2]- and [4+2]-annulations: access to tetracyclic indole scaffolds, SDS of cas: 13523-93-8, the main research area is alkynylaryl cyclopropane diester indole gold scandium catalyst regioselective cycloaddition; dimethyl dihydrobenzocycloheptaindolyl methylmalonate preparation; ethynylphenyl cyclopropane dicarboxylate indole gold scandium catalyst regioselective cycloaddition; dimethylbenzocarbazolyl methyl dimethylmalonate preparation.

Regiodivergent formal [5+2]- and [4+2]-annulation reactions of indole derivatives with 2-(2-alkynyl)aryl cyclopropane-1,1-diesters (ACPs) was developed. A series of tetracyclic indole derivatives were delivered in a 77% average yield with excellent regioselectivities enabled by Au(I)/Sc(III) bimetallic relay catalysis. A gram-scale reaction and further transformation of the resulting tetracyclic indoles demonstrated the practical utility of this protocol. Moreover, the photophys. properties of the obtained multicyclic compounds were also investigated.

Chemical Communications (Cambridge, United Kingdom) published new progress about [4+2] Cycloaddition reaction (regioselective). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, SDS of cas: 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

Corrieri, Matteo’s team published research in Journal of Organic Chemistry in 2021-12-17 | CAS: 13523-93-8

Journal of Organic Chemistry published new progress about Alkanes Role: RCT (Reactant), RACT (Reactant or Reagent) (azo). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Safety of 4-(Benzyloxy)-1-methyl-1H-indole.

Corrieri, Matteo published the artcileSynthesis of Azacarbolines via PhIO2-Promoted Intramolecular Oxidative Cyclization of α-Indolylhydrazones, Safety of 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is pyridazinoindole green preparation; alpha indolylhydrazone intramol oxidative cyclization iodylbenzene.

An unprecedented synthesis of polysubstituted indole-fused pyridazines (azacarbolines) I [R1 = H, Me, n-Pr, Bn; R2 = 6-Me, 5-Cl, 6-MeO, etc.; R3 = Ph, CO2Me, CO2Et, etc.; R4 = Me, Et, n-Pr, H2CCO2Et] from α-indolylhydrazones II under oxidative conditions using a combination of iodylbenzene (PhIO2) and trifluoroacetic acid (TFA) had been developed. This transformation was conducted without the need for transition metals, harsh conditions, or an inert atm.

Journal of Organic Chemistry published new progress about Alkanes Role: RCT (Reactant), RACT (Reactant or Reagent) (azo). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Safety of 4-(Benzyloxy)-1-methyl-1H-indole.

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, Xiaomeng’s team published research in Journal of Organic Chemistry in 2018-03-02 | CAS: 13523-93-8

Journal of Organic Chemistry published new progress about Aromatic ethers Role: RCT (Reactant), RACT (Reactant or Reagent). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Product Details of C16H15NO.

Li, Xiaomeng published the artcileHydrochloric Acid-Promoted Intermolecular 1,2-Thiofunctionalization of Aromatic Alkenes, Product Details of C16H15NO, the main research area is hydrochloric acid promoted thiofunctionalization aromatic alkene arylsulfenylphthalimide nucleophile.

An efficient method for making 1,2-thiofunctionalized products via the difunctionalization of aromatic alkenes was developed. In this method, cheap and readily available hydrochloric acid was used to promote 1,2-thiofunctionalization of aryl alkenes with N-arylsulfenylphthalimide and different types of nucleophiles. Importantly, extension of nucleophiles can reach aryl ethers, indoles, and carboxylic acids with good reactivity. This practical and convenient method has broad substrate scope and high yields under metal-free and mild conditions. Furthermore, we achieved conversion and application for making sulfoxide and sulfone by oxidation

Journal of Organic Chemistry published new progress about Aromatic ethers Role: RCT (Reactant), RACT (Reactant or Reagent). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Product Details of 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

Mao, Yujian’s team published research in ACS Catalysis in 2018-04-06 | CAS: 13523-93-8

ACS Catalysis published new progress about Carboxylic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Synthetic Route of 13523-93-8.

Mao, Yujian published the artcilePd-Catalyzed Debenzylation and Deallylation of Ethers and Esters with Sodium Hydride, Synthetic Route of 13523-93-8, the main research area is palladium catalysis debenzylation deallylation ether ester sodium hydride.

Herein we demonstrate simply that the addition of Pd(OAc)2 as a promotor switches the reactivity of a commonly used base NaH to a nucleophilic reductant. The reactivity is engineered into a palladium-catalyzed reductive debenzylation and deallylation of aryl ethers and esters. This operationally simple, mild protocol displays a broad substrate scope and a broad spectrum of functional group tolerance (>50 examples) and high chemoselectivity toward aryl ethers over aliphatic structures. Moreover, the dual reactivity of NaH as a base and a reductant is demonstrated in efficient synthetic elaboration.

ACS Catalysis published new progress about Carboxylic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Synthetic Route 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

Jin, Jiang’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 13523-93-8

Organic & Biomolecular Chemistry published new progress about Crystal structure. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Formula: C16H15NO.

Jin, Jiang published the artcileSelectfluor facilitated bridging of indoles to bis(indolyl)methanes using methyl tert-butyl ether as a new methylene precursor, Formula: C16H15NO, the main research area is indole MTBE Selectfluor promoter oxidative methylenation green chem; bisindolyl methane preparation; dicarbonyl compound MTBE Selectfluor promoter oxidative methylenation green chem; methylene bis dicarbonyl compound preparation.

A novel, green and efficient method was developed for the synthesis of methylene bridged bis(indolyl)methanes in good to excellent yields. The reaction employed Me tert-Bu ether (MTBE) as the methylene source and Selectfluor as an oxidizing agent. The scope and versatility of the methods was successfully demonstrated with 48 examples. The metal-free transformation process was suitable for scale-up production A Selectfluor-promoted oxidative reaction mechanism was proposed based on the results of the exptl. studies.

Organic & Biomolecular Chemistry published new progress about Crystal structure. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, 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