35173-73-0

Upstream product

• 948-65-2 2-phenyl-indole 
• 100-52-7 benzaldehyde 
• 13141-38-3 2-phenylethynylaniline 
• 100-46-9 benzylamine 
• 75-89-8 2,2,2-trifluoroethanol 
• 100-51-6 benzyl alcohol 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 98-86-2 acetophenone 
• 1202-32-0 2-Nitro-1-phenyl-1-butene 
• 705-60-2 (2-nitroprop-1-enyl)benzene 
• 70-11-1 α-bromoacetophenone 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Phosphine-Free Manganese(II)-Catalyst Enables Acceptorless Dehydrogenative Coupling of Alcohols with Indoles

Herein, an air-stable, molecularly defined NNN?Mn(II) pincer complex catalyzed acceptorless dehydrogenative coupling of alcohols with indoles is reported. A wide variety of symmetrical and unsymmetrical bis(indolyl)methane derivatives as well as some structurally important products such as Vibrindole A, Turbomycin B alkaloid, Antileukemic, and Anticancer agents were synthesized. Mechanistic studies illustrate the importance of the NH moiety in the complex and the crucial role of metal-ligand cooperation during catalysis. (Figure presented.).

Divergent Syntheses of Indoles and Quinolines Involving N1-C2-C3 Bond Formation through Two Distinct Pd Catalyses

Pd-catalyzed annulative couplings of 2-alkenylanilines with aldehydes using alcohols as both the solvent and hydrogen source have been developed. These domino processes allow divergent syntheses of two significant N-heterocycles, indoles and quinolines, from the same substrate by tuning reaction parameters, which seems to invoke two distinct mechanisms. The nature of the ligand and alcoholic solvent had a profound influence on the selectivity and efficiency of these protocols. Particularly noteworthy is that indole formation was achieved by overcoming two significant challenges, regioselective hydropalladation of alkenes and subsequent reactions between the resulting Csp3-Pd species and less reactive imines.

Synthesis of Spiro[indole-3,5′-isoxazoles] with Anticancer Activity via a Formal [4 + 1]-Spirocyclization of Nitroalkenes to Indoles

An acid-assisted [4 + 1]-cycloaddition of indoles with nitrostyrenes affords 4′H-spiro[indole-3,5′-isoxazoles] in a diastereomerically pure form. Several of these spirocyclic molecules exhibit promising anticancer activity by reducing viability and inducing differentiation of neuroblastoma cells.

Iron-catalyzed oxidative coupling of benzylamines and indoles: Novel approach for synthesis of bis(indolyl)methanes

A novel route for synthesis of bis(indolyl)methanes has been developed by the oxidative coupling of benzylamines and indoles in the presence of iron(II) triflate as a catalyst and molecular oxygen as an oxidant. This method promises versatility, cost-effectiveness, and efficiency.

An underrated cheap Lewis acid: Molecular bromine as a robust catalyst for bis(indolyl)methanes synthesis

A discovery that inexpensive elemental bromine can act as a potent Lewis acid catalyst is disclosed. Under the catalysis of only 2 mol% of Br 2, indoles reacted rapidly with carbonyl compounds to give bis(indolyl)methanes with extremely high efficiency and wide substrate scope. Moreover, a Br2-catalyzed aqueous-phase reaction is also presented to further demonstrate the power of this novel catalyst.

Well-dispersed sulfated zirconia nanoparticles as high-efficiency catalysts for the synthesis of bis(indolyl)methanes and biodiesel

Well-dispersed sulfated zirconia nanoparticles were synthesized with poly(N-vinylpyrrolidone) as a surfactant. The resultant sulfated zirconia nanoparticles are characterized by SEM, XRD, FT-IR and XPS. These nanoparticles were directly used as catalysts for the synthesis of bis(indolyl)methanes and biodiesel via electrophilic substitution reaction of indole with various aldehydes and the esterification of long-chain free fatty acids and exhibited excellent catalytic activity. The mechanism of the formation of the synthesized zirconia nanoparticles was also proposed.

Fuller's earth catalyzed rapid synthesis of bis(indolyl)methanes under solvent free condition

A rapid and highly efficient synthesis of various bis(indolyl)methanes with high yield by the reaction of indoles 1a-c and arylaldehydes 2a′-m′ in presence of fuller's earth is demonstrated. This simple and versatile protocol is found to be an efficient catalyst for the electrophilic addition reaction of indole and works well under solvent free condition as well as in aqueous medium. The structure of newly synthesized compound 3m has been confirmed by single crystal X-ray crystallography.

Silver nitrate catalysed tandem reactions of o-ethynylanilines with aryl aldehydes: Selective one-pot synthesis of bis(indolyl)methanes

Bis(indolyl)methanes are an important class of indole derivatives that have been widely used in medical treatments. A novel silver nitrate-catalysed one-pot synthesis of bis(indolyl)methanes has been developed. In the presence of silver nitrate, cycloisomerisation and bis-addition of o-ethynylanilines with aromatic aldehydes were carried out efficiently to afford the corresponding bis(indolyl)methanes in good to excellent yields.

A facile and efficient method for the synthesis of bis(indolyl)methanes catalyzed by selectfluorTMunder conventional heating and microwave irradiation

Electrophilic substitution reaction of indoles with different aldehydes was carried out using selectfluorTM as a catalyst which was resulted in the formation of bis (indolyl) methanes in good to excellent yields (72-96% The desired products were obtained by both conventional heating and microwave irradiation under solvent-free conditions.

Antimony(III) sulfate catalyzed condensation reaction of indoles with carbonyl compounds

Antimony sulfate was found to be on effective catalyst for the condensation reaction of indoles with carbonyl compounds at room temperature. This catalyst is inexpensive, easily available and it was also found that this catalyst could be recovered quantitatively and reused without much loss of catalytic activity.