916313-75-2

Upstream product

• 933-67-5 7-methyl-1H-indole 
• 78-94-4 methyl vinyl ketone 
• 88-72-2 1-methyl-2-nitrobenzene 
• 127279-63-4 (E)-α-ethenyl-α-methyl-N-(2-methylphenyl)nitrone 
• 65673-86-1 2,3-dihydro-7-methylindole 
• 590-90-9 1-Hydroxy-3-butanone 
• 598-32-3 2-hydroxy-3-butene 

Relevant academic research and scientific papers

Metal–Organic Layers Hierarchically Integrate Three Synergistic Active Sites for Tandem Catalysis

We report the design of a bifunctional metal–organic layer (MOL), Hf12-Ru-Co, composed of [Ru(DBB)(bpy)2]2+ [DBB-Ru, DBB=4,4′-di(4-benzoato)-2,2′-bipyridine; bpy=2,2′-bipyridine] connecting ligand as a photosensitizer and Co(dmgH)2(PPA)Cl (PPA-Co, dmgH=dimethylglyoxime; PPA=4-pyridinepropionic acid) on the Hf12 secondary building unit (SBU) as a hydrogen-transfer catalyst. Hf12-Ru-Co efficiently catalyzed acceptorless dehydrogenation of indolines and tetrahydroquinolines to afford indoles and quinolones. We extended this strategy to prepare Hf12-Ru-Co-OTf MOL with a [Ru(DBB)(bpy)2]2+ photosensitizer and Hf12 SBU capped with triflate as strong Lewis acids and PPA-Co as a hydrogen transfer catalyst. With three synergistic active sites, Hf12-Ru-Co-OTf competently catalyzed dehydrogenative tandem transformations of indolines with alkenes or aldehydes to afford 3-alkylindoles and bisindolylmethanes with turnover numbers of up to 500 and 460, respectively, illustrating the potential use of MOLs in constructing novel multifunctional heterogeneous catalysts.

Boron-Catalyzed Dehydrative Friedel-Crafts Alkylation of Arenes Using β-Hydroxyl Ketone as MVK Precursor

Boron-catalyzed environmentally benign dehydrative Friedel-Crafts alkylation of indole/pyrrole and aniline derivatives with β-hydroxyl ketones has been developed for the first time. This method provides an efficient and green replacement of toxic and unst

Alkylation of Indoles with α,β-Unsaturated Ketones using Alumina in Hexanes

We evaluated the influence of solvent on the alumina-promoted C3-alkylation of indoles with α,β-unsaturated ketones. We found that lipophilic solvents were generally superior to hydrophilic ones with hexanes offering the 3-alkyl indole products in high yields. Thus, we demonstrate an inexpensive and procedurally simple new process that pairs acidic alumina with hexanes to achieve this important Michael alkylation. The substrate scope includes twenty-four examples with reaction yields ranging from 61 to 96%. (Figure presented.).

Ruthenium-Catalyzed Selective C?C Coupling of Allylic Alcohols with Free Indoles: Influence of the Metal Catalyst

Versatile reactive activities of allyl alcohols with free indoles in C?H functionalization reactions were investigated. Direct alkylation or cascade cyclization reactions could be selectively controlled based on the catalyst system: Ru(PPh3)3Cl2 provided C3-substituted β-ketone indoles whereas [Ru(p-cymene)Cl2]2 yielded cyclized indoles.

Catalytic enantioconvergent decarboxylative allylic alkylation of allyl indolenin-3-carboxylates

A catalytic enantioconvergent process has been developed for the conversion of racemic allyl indolenin-3-carboxylates into enantiomerically enriched C3-quaternary indolenines. A Pd-catalyzed decarboxylative allylic alkylation reaction was employed for both stereoablation of the racemic allyl indolenin-3-carboxylates and enantioselective formation of the quaternary carbon center. The enantioconvergent conversion of racemic allyl indolenin-3- carboxylates into enantiomerically enriched C3-quaternary indolenines is reported. A Pd-catalyzed decarboxylative allylic alkylation reaction is employed for both stereoablation and enantioselective formation of the quaternary carbon center. Copyright

Recyclable sulfonated amorphous carbon catalyzed friedel-crafts alkylation of indoles with α,β-unsaturated carbonyl compounds in water

Green practice: A sulfonated amorphous carbon-based solid acid derived from d-glucose was synthesized. It was explored for its catalytic efficiency in Friedel-Crafts reactions of indoles with various a,b-unsaturated carbonyl compounds in H2O or H2O/THF at

Iron salt-catalyzed cascade type one-pot double alkylation of indole with vinyl ketones

Indole was reacted with vinyl ketones in the presence of 5-8 mol % of iron (II) tetrafluoroborate or iron (III) perchlorate to give 2,3-dialkylated products; initial alkylation took place at 3-position on the indole ring and subsequent alkylation occurred at 2-position. It was found that the first alkylation proceeded very quickly, while the reaction rate of the second alkylation was very slow. Using this, cascade type synthesis of 2,3-dialkylated-indoles has been accomplished using iron (III)salt as catalyst.

Gallium(III) triiodide catalyzed conjugate addition of indoles with α,β-unsaturated ketones

Reactions of indoles and α,β-unsaturated ketones could be effectively catalyzed by using 10 mol % gallium triiodide to give the corresponding Michael adducts in good to excellent yields.