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• 5034-76-4 indoxole 
• 77-78-1 dimethyl sulfate 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
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• 27895-95-0 2-bromo-1,2-bis(4-methoxyphenyl)ethanone 
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• 62-53-3 aniline 
• 352196-57-7 1,2-bis(4-methoxyphenyl)-2-(methylphenylamino)ethanone 

Relevant academic research and scientific papers

One-Pot Tandem ortho-Naphthoquinone-Catalyzed Aerobic Nitrosation of N-Alkylanilines and Rh(III)-Catalyzed C-H Functionalization Sequence to Indole and Aniline Derivatives

The nitroso group served as a traceless directing group for the C-H functionalization of N-alkylanilines, ultimately removed after functioning either as an internal oxidant or under subsequent reducing conditions. The unique ability of o-NQ catalysts to aerobically oxidize the N-alkylanilines without using solvents and stoichiometric amounts of oxidants has rendered the new opportunity to develop the telescoped catalyst systems without a need for directly handling the hazardous N-nitroso compounds.

Rhodium-catalyzed annulation of tertiary aniline N-oxides to N-alkylindoles: Regioselective C-H activation, oxygen-atom transfer, and N-dealkylative cyclization

[Cp?RhIII]-catalyzed annulation of tertiary aniline N-oxides with alkynes was reported to achieve the challenging ortho C-H functionalization of tertiary anilines via N-O bond acting as a traceless directing group. More significantly, this system represents the first example which integrates C-H activation, oxygen-atom transfer, and N-dealkylative cyclization in one reaction. This unprecedented coupling reaction has allowed the construction of N-alkylindole derivatives in high efficiency with broad substrate scope and good functional group tolerance.

Rh(III)-catalyzed chemoselective C-H functionalizations of tertiary aniline: N -oxides with alkynes

In this work, we report novel Rh(iii)-catalyzed chemoselective functionalizations of tertiary aniline N-oxides with alkynes, including annulation via the sequential C(sp2)-H and C(sp3)-N activation for the formation of N-alkylindoles and an O-atom transfer (OAT) process for the synthesis of acetophenones.

Rhodium(III)-catalyzed synthesis of indoles from 1-alkylidene-2- arylhydrazines and alkynes via C-H and N-N bond cleavages

1-Alkylidene-2-arylhydrazines undergo annulative coupling with internal alkynes in the presence of a rhodium(III) catalyst and a copper(II) salt. The reaction proceeds through cleavage of the C-H and N-N bonds of hydrazines to afford 1,2,3-trisubstituted indole derivatives.

Traceless directing strategy: Efficient synthesis of N-alkyl indoles via redox-neutral C-H activation

A general protocol for the synthesis of N-alkyl indoles has been developed via a redox neutral C-H activation strategy using a traceless nitroso directing group. A broad scope of substituted N-alkyl indoles has been prepared in good to excellent yields using a very simple Rh catalyst system in the absence of an external oxidant or any other additive. Good to excellent regioselectivity has been achieved for asymmetrically disubstituted acetylenes.

Fluorescent diarylindoles by palladium-catalyzed direct and decarboxylative arylations of carboxyindoles

A study was conducted to demonstrate the palladium-catalyzed 2,3-diarylation of carboxyindole derivatives with acryl bromides. The study also performed ester hydrolysis in the sequence to demonstrate a practical route to 2,3-diarylindoles that had differe

Ultrasound-promoted synthesis of 2,3-bis(4-hydroxyphenyl)indole derivatives as inherently fluorescent ligands for the estrogen receptor

A series of 2,3-bis(4-hydroxyphenyl)indole derivatives 4c-f was prepared by ultrasound-promoted intramolecular cyclodehydration of a polyphosphoric acid solution of α-anilinyl-(or 3-anisidyl)desoxyanisoins 2c-f, and their optical spectroscopy and estrogen receptor (ER) binding properties were studied. Compounds 4c-f give intense long-wavelength fluorescent emission, sensitive to solvent polarity and pH. Furthermore, the two indol-6-ols 4e, f display reasonably good binding affinities to ER and appear to be well suited for use as fluorescent probes for the detection of ER in cells.

Reactions of Dimethyl Acetylenedicarboxylate with Indoles having Bulky 3-Substituents, and Further Reactions of Pyrroloindoles

The addition of dimethyl acetylenedicarboxylate to nine pyrroloindoles, and to nine N-methylindoles with bulky 3-substituents, has yielded twenty three new adducts.Their structures, elucidated mainly from spectroscopy which includes extensive diagnostic use of 13C-1H n.m.r. coupling constants, show several novel features, but all adducts are related to known adduct types.The results show that for relatively unstrained pyrroloindoles, the formation of an amino-ketone intermediate is still significant, but not dominant, that bulky 3-alkyl substituents of indoles can be eliminated to give 2-hydroxycarbazoles, and also that 3-phenyl groups appear to inhibit any reaction.

Addition of Dimethyl Acetylenedicarboxylate to 1,2,3-Trisubstituted Indoles having no Hydrogen on the Carbon Atom attached to C-2.

Addition of dimethyl acetylenedicarboxylate to seven 1,2,3-trisubstituted indoles having no hydrogen on the carbon atom attached to C-2, has yielded fourteen adducts which are mainly fused γ-lactones, but which include a new phenanthridine-dione, a novel spiro-dihydroindole, and a carbazole formed by the loss of methane.All structures were elucidated by spectroscopy.