28150-90-5

Upstream product

• 3335-98-6 1-phenyl-1,3-dihydro-indol-2-one 
• 110-46-3 isopentyl nitrite 
• 5428-43-3 2-chloro-N,N-diphenylacetamide 
• 723-89-7 1-phenyl-indole-2,3-dione 

Downstream Products

• 1167423-37-1 (E)-3-(isopropoxyimino)-1-phenylindolin-2-one 
• 1167423-39-3 (E)-N-(2-oxo-1-phenylindolin-3-ylidene)propan-2-amine oxide 
• 154058-81-8 3-amino-1-phenylindolin-2-one hydrochloride 

Relevant academic research and scientific papers

Synthesis of Carbamoyl Fluorides via a Selective Fluorinative Beckmann Fragmentation

A fluorinative Beckmann fragmentation of α-oximinoamides was devised to provide synthetically useful carbamoyl fluorides. High selectivity for fragmentation over a potentially competing Beckmann rearrangement was observed. This protocol has a distinct mechanism and thus a different substrate scope compared with other synthetic methods. α-Oximinoamides derived from the readily available secondary amines, lactams, or isatins were converted into structurally diverse carbamoyl fluorides.

Asymmetric Conjugate Addition of Ethylene Sulfonyl Fluorides to 3-Amido-2-oxindoles: Synthesis of Chiral Spirocyclic Oxindole Sultams

An enantioselective conjugate addition of ethylene sulfonyl fluorides to 3-amido-2-oxindoles has been developed. Quinine-derived squaramides were identified as efficient catalysts. A series of spirocyclic oxindole sultams were prepared with excellent yields and enantioselectivities. A reaction mechanism via bifunctional activation was proposed.

Copper-Catalyzed Carbonyl Group Controlled Coupling of Isatin Oximes with Arylboronic Acids To Prepare N-Aryloxindole Nitrones

A variety of (E)-N-aryloxindole nitrones were prepared in good to excellent yields by using a copper-catalyzed coupling reaction of isatin oximes and arylboronic acids under mild conditions. Various arylboronic acids that contain sensitive functional groups were tolerated in the transformation, and detailed studies show that the carbonyl group of the isatin oximes serves as a ligand to control the formation of the (E)-oxindole nitrones. This method to prepare (E)-N-aryloxindole nitrones was easily performed on a gram scale and efficiently used to synthesize estrone-derived oxindole nitrone in high yield.

Synthesis of N-Aryl Oxindole Nitrones through a Metal-Free Selective N-Arylation Process

An efficient selective N-arylation of 3-(hydroxyimino)indolin-2-ones with diaryliodonium salts to prepare (Z)-N-aryl oxindole nitrones has been achieved under simple base-mediated conditions. The reaction tolerated a variety of diaryliodonium salts with diverse and sensitive functional groups. Studies on the oxime structures revealed that the pyrroline ring and carbonyl group in 3-(hydroxyimino)indolin-2-ones played important roles in the selective N-arylation process. The N-aryl oxindole nitrones could be prepared rapidly and easily at the gram scale.

Metal-free synthesis of isatin oximes: Via radical coupling reactions of oxindoles with t -BuONO in water

A metal-free method for the synthesis of isatin oximes was developed through the radical coupling reactions of oxindoles with t-BuONO. This protocol provides a practical and environmentally benign method for the construction of C-N bonds in water at room temperature without using any other reagents. The advantages of this strategy are its mild reaction conditions and clean procedure.

A isatin - 3 - oxime derivatives of the preparation method (by machine translation)

The invention discloses a isatin - 3 - oxime derivatives of the preparation process, the method to 2 - indolone derivatives as raw materials, the water as a solvent, and nitrous acid tert-butyl at room temperature and under the condition of air reaction to obtain high yield and purity of the isatin - 3 - oxime derivatives. The method of the invention does not use the metal reagent, with synthetic and post treatment process is simple, low cost, environment-friendly advantages. (by machine translation)

The alkylation of isatin-derived oximes: Spectroscopic and X-ray crystallographic structural characterization of oxime and nitrone products

(Chemical Equation Presented) A series of isatin oximes was alkylated with alkyl halides and under Mitsunobu conditions to generate O-alkylated oxime ether and N-alkylated nitrone products. Alkylation of the sodium salts of oximes 5a and 5b with alkyl iod