32380-48-6

Upstream product

• 343776-78-3 isovaleric acid-(N'-methyl-N'-phenyl-hydrazide) 
• 74-88-4 methyl iodide 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 1232167-31-5 C₁₇H₂₃NO₃ 
• 1232167-15-5 C₁₇H₂₅NO₃ 
• 615-43-0 2-iodophenylamine 
• 93646-49-2 3-Methyl-but-2-enoic acid (2-iodo-phenyl)-amide 
• 93646-34-5 N-(2-iodophenyl)-N,3-dimethylbut-2-enamide 
• 4679-81-6 1-methyl-3-(propan-2-ylidene)indoline-2-one 
• 5085-04-1 3-Isopropylidene-1,3-dihydro-indol-2-one 
• 59-48-3 2-oxoindole 
• 102804-45-5 N-(2-bromophenyl)-3-methylbut-2-enamide 
• 102804-49-9 N-(2-bromophenyl)-N,3-dimethylbut-2-enamide 
• 615-36-1 2-bromoaniline 

Relevant academic research and scientific papers

Visible light induced radical cyclization of o-iodophenylacrylamides: A concise synthesis of indolin-2-one

A [Ir(ppy)2(dtb-bpy)]PF6-catalyzed intramolecular radical cyclization of o-iodophenylacrylamides affording indolin-2-ones in moderate to excellent yields via 5-exo-trig radical cyclization under visible light is presented. This method provides new access to the synthesis of indolin-2-ones under mild reaction conditions. This journal is

Molybdenum-catalyzed asymmetric allylic alkylation of 3-alkyloxindoles: Reaction development and applications

We report a full account of our work towards the development of Mo-catalyzed asymmetric allylic alkylation reactions with 3-alkyloxindoles as nucleophiles. The reaction is complementary to the Pd-catalyzed reaction with regard to the scope of oxindole nucleophiles. A number of 3-alkyloxindoles were alkylated successfully under mild conditions to give products with excellent yields and good-to-excellent enantioselectivities. Applications of this method to the preparation of indoline alkaloids such as (-)-physostigmine, ent-(-)-debromoflustramine B, and the indolinoquinoline rings of communesin B are reported.

Preparation of 3-alkyl-oxindoles by copper(II)-mediated C-H, Ar-H coupling followed by decarboxyalkylation

A novel route for the conversion of anilides into 3-alkyl-oxindoles is described in which a copper(II)-mediated cyclization process is followed by an acid-mediated decarboxyalkylation. Scope and limitation studies are reported together with a telescoped variant which incorporates in situ N-deprotection. Georg Thieme Verlag Stuttgart - New York.

Molybdenum-catalyzed asymmetric allylation of 3-alkyloxindoles: Application to the formal total synthesis of (-)-physostigmine

The first example of Mo-catalyzed asymmetric allylation for the generation of quaternary stereocenters at a prochiral nucleophile is reported. A variety of 3-alkyl oxindoles can be alkylated with high yields and enantioselectivity. This method provides expedited access to (-)-physostigmine and its analogues. Copyright

An Efficient Synthesis of Spiro via Radical Cyclisation

Treatment of the o-bromo-N-acryloylanilides (4) with tri-n-butylstannane leads to the formation of 3-substituted- and 3,3-disubstituted-2-oxindoles (5) in high yield.