3335-97-5

Upstream product

• 65117-33-1 2-chloro-N-methyl-N,2-diphenylacetamide 
• 101102-57-2 2-bromo-N-methyl-N,2-diphenylacetamide 
• 41601-11-0 3-Methyl-5,5-diphenyl-3,5-dihydro-4H-1,2,3-triazol-4-on 
• 74585-33-4 N-(2-chlorophenyl)-N-methyl-2-phenylacetic acid amide 
• 153704-11-1 N-(2-bromophenyl)-N-methylacetamide 
• 108-90-7 chlorobenzene 
• 18698-96-9 o-iodophenylacetic acid 
• 1555-80-2 phenylacetic anhydride 
• 19078-72-9 bromo(phenyl)acetyl chloride 
• 15757-32-1 3-hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one 
• 108-86-1 bromobenzene 
• 61-70-1 N-methyl-2-indolinone 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 1432615-15-0 3′-phenyl-1-methylsprio[indoline-3,2′-oxirane]-2-one 

Downstream Products

• 110436-51-6 benzoic acid-(1-methyl-3-phenyl-indol-2-yl ester) 
• 114164-43-1 3-(3-dimethylamino-propyl)-1-methyl-3-phenyl-indolin-2-one 
• 3336-00-3 3-benzyl-1-methyl-3-phenylindolin-2-one 
• 30020-98-5 N-methyl-3-phenylindole 
• 15757-32-1 3-hydroxy-1-methyl-3-phenyl-1,3-dihydro-2H-indol-2-one 
• 136368-97-3 3-hydroperoxy-1-methyl-3-phenylindolin-2-one 
• 84218-33-7 1,1’,3,3’-tetrahydro-1,1’-dimethyl-3,3’-diphenyl-2H,2’H-3,3’-biindole-2,2’-dione 
• 1859-76-3 2-(methylamino)benzophenone 

Relevant academic research and scientific papers

Palladium(II) Complexes Bearing a Mixed Set of aNHC/Py/PR3/I2 Ligands: Applications in α-Arylation of Amide and Suzuki-Miyaura Coupling Reactions

Complexes possessing abnormal or mesoionic carbene (aNHC or MIC) ligands are finding widespread applicability in organometallic chemistry owing to their various catalytic applications. Palladium(II) complexes bearing a mixed aNHC/Py/PR3/I2

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

Visible-Light-Mediated Cyclopropanation Reactions of 3-Diazooxindoles with Arenes

The cyclopropanation reaction of 3-diazooxindoles with arenes was first accomplished using visible-light irradiation. A series of spiro[norcaradiene-7,3′-indolin]-2′-ones were synthesized for the first time in high yields and with excellent diastereoselectivities. The synthetic usefulness of this catalyst-free photochemical methodology is illustrated by the further controllable rearrangement and epoxidation reactions.

Palladium-Catalyzed Allylation of Cyclopropyl Acetylenes with Oxindoles to Construct 1,3-Dienes

A novel palladium-catalyzed allylic alkylation of oxindoles with cyclopropyl acetylenes has been developed. Various 1,3-diene oxindole framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio-, and stereoselectivities. The reaction exhibited high atom economy and good functional group tolerance.

Copper-Catalyzed Asymmetric Propargylic Alkylation with Oxindoles: Diastereo- A nd Enantioselective Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters

A copper-catalyzed asymmetric propargylic alkylation of propargylic acetates with 3-substituted oxindoles for the stereoselective construction of vicinal tertiary and all-carbon quaternary stereocenters in a 3,3-disubstituted oxindole skeleton has been realized. The reaction proceeded smoothly under the catalysis of Cu(MeCN)4PF6combined with a chiral tridentate ferrocenyl P,N,N ligand, leading to a broad range of optically active 3,3-disubstituted oxindoles in high yields and with excellent diastereo- A nd enantioselectivities.

Homo- and Heterobimetallic Complexes Bearing NHC Ligands: Applications in α-Arylation of Amide, Suzuki–Miyaura Coupling Reactions, and Tandem Catalysis

A heterobimetallic IrIII/PdII complex from a dicarbene donor ligand featuring cyclometalated IrIII and PEPPSI type PdII is presented along with a homodinuclear PEPPSI type PdII complex starting from the same bis-imidazolium salt. All the PdII complexes are active precatalyst in both α-arylation and Suzuki–Miyaura coupling reactions. The heterobimetallic IrIII/PdII complex shows much higher yields in tandem C–C coupling/transfer hydrogenation reactions compared to the equimolar mixture of their mononuclear PdII and IrIII counterparts.

Strategy for Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homocoupling Dimer

A new strategy, a transient homocoupling dimer strategy, for direct catalytic oxidative cross-enolate coupling reactions is developed. Cross-enolate coupling products bearing a (contiguous) tetrasubstituted carbon center were obtained chemoselectively without the need for stoichiometric amounts of strong bases/metal oxidants, and thus, the present catalysis provides a general method for the synthesis of unnatural α,α-disubstituted amino acid motifs. The distinct transformation of azlactone and 2-acylimidazole units highlighted the synthetic utility of the present catalysis.

Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles

Rationally designed fluorene-based mono- and bimetallic Pd-PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.

Enantioselective Arylation of Oxindoles Using Modified BI-DIME Ligands

The Pd-catalyzed 3-arylation of 2-oxindoles with aryl bromides, chlorides and triflates is found to proceed using i -Pr-BI-DIME and Me 2 -BI-DIME ligands. The mono-arylation of 3-unsubstituted oxindoles is accomplished using a Pd 2 (dba) 3 / i -Pr-BI-DIME catalyst system, and gives good yields of 3-aryloxindoles from aryl bromides and chlorides. The arylation of 3-substituted oxindoles is also possible using this catalyst/ligand system. The asymmetric arylation of 3-substituted oxindoles is accomplished using Me 2 -BI-DIME to furnish oxindoles bearing a quaternary C-3 stereocenter in enantiomeric ratios of up to 93:7.