1235862-80-2

Upstream product

• 56341-41-4 5-fluoroindol-2(3H)-one 
• 108-90-7 chlorobenzene 
• 100-58-3 phenylmagnesium bromide 
• 443-69-6 5-fluoro-1H-indole-2,3-dione 
• 1190310-35-0 5-fluoro-3-hydroxy-3-phenylindolin-2-one 

Downstream Products

• 1289108-16-2 tert-butyl 3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-5-fluoro-2-oxo-3-phenylindoline-1-carboxylate 
• 1289108-71-9 tert-butyl 3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-5-fluoro-2-oxo-3-phenylindoline-1-carboxylate 
• 1175713-09-3 tert-butyl 5-fluoro-2-oxo-3-phenylindoline-1-carboxylate 
• 1190310-35-0 5-fluoro-3-hydroxy-3-phenylindolin-2-one 
• 1403814-56-1 C₂₄H₁₄FNO₃ 
• 1351707-91-9 C₂₄H₂₈FN₃O₅ 

Relevant academic research and scientific papers

N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of oxindoles with aryl chlorides and aerobic oxidation of the products in a one-pot procedure

NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the α-arylation of unprotected oxindoles with aryl chlorides to give products 4 in 44-98% yields under a N2 atmosphere. Furthermore, if the reactions were first performed under conditions identical to those for the α-arylation reaction for 12 h and then exposed to air for another 3 h, 3-aryl-3-hydroxy-2-oxindoles 5 can be obtained in 49-84% yields in a one-pot procedure.

Facile synthesis of enantioenriched Cγ-tetrasubstituted α-amino acid derivatives via an asymmetric nucleophilic addition/protonation cascade

Chemical equations presented. An asymmetric nucleophilic addition/protonation reaction of 3-substituted oxindoles and ethyl 2-phthalimidoacrylate has been described. This strategy can give direct access to Cγ-tetrasubstituted α-amino acid derivatives bearing 1,3-nonadjacent stereocenters with up to 98% yield, 94:6 dr, and >99% ee. Dual activation is proposed in the transition state, and the opposite enantiomers can be obtained simply by changing cinchonidine-derived catalyst to the cinchonine analogue.