1922-79-8

Basic information

• Product Name: 3,3-diphenyl-1,3-dihydro-2H-indol-2-one
• Synonyms: 3,3-diphenyl-1,3-dihydro-2H-indol-2-one
• CAS NO: 1922-79-8
• Molecular Formula: C₂₀H₁₅NO
• Molecular Weight: 285.3392
• Mol File: 1922-79-8.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3-diphenyl-1,3-dihydro-2H-indol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-diphenyl-1,3-dihydro-2H-indol-2-one(1922-79-8)
• EPA Substance Registry System: 3,3-diphenyl-1,3-dihydro-2H-indol-2-one(1922-79-8)

Safety Data

• Hazardous Substances Data: 1922-79-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 1671, 1995 DOI: 10.1016/0040-4039(95)00126-W

Upstream product

• 92635-28-4 3,3-dibromo-1-methoxy-2-oxindole 
• 71-43-2 benzene 
• 5554-37-0 benzilanilide 
• 91-56-5 indole-2,3-dione 
• 1922-81-2 1-benzyl-3,3-diphenylindolin-2-one 
• 117-34-0 2,2-diphenylacetic acid 
• 62-53-3 aniline 
• 4695-14-1 2,2-diphenylacetanilide 
• 758640-21-0 N-Benzylaniline 
• 589-09-3 N-allyl-N-phenylamine 
• 23740-98-9 3-hydroxy-2,3-diphenyl-3H-indole 
• 119-61-9 benzophenone 
• 183209-26-9 ortho-bromophenyl isocyanide 
• 4732-66-5 2-oxo-N,2-diphenylacetamide 

Downstream Products

• 1922-81-2 1-benzyl-3,3-diphenylindolin-2-one 
• 71526-47-1 4,4-diphenyl-1,4-dihydro-3,1-benzoxazin-2(1H)-one 
• 189623-31-2 1-acetyl-3,3-diphenyl-indolin-2-one 
• 40863-31-8 3,3-Diphenylindoline 
• 117007-72-4 3,3-diphenylindoline-2-thione 

Relevant articles and documents

Synthesis of functionalized 2-oxindoles by Friedel-Crafts reactions

A series of acetonyl-substituted 3-hydroxy-2-oxindoles have been prepared and reacted with arenes in superacid promoted Friedel-Crafts reactions. The product aryl-substituted 2-oxindoles are formed in generally good yields. With substituted arenes such as

Phosphoric Acid Catalyzed 1,2-Rearrangements of 3-Hydroxyindolenines to Indoxyls and 2-Oxindoles: Reagent-Controlled Regioselectivity Enabled by Dual Activation

A common synthetic route to indoxyl and 2-oxindole alkaloids utilizes the oxidation of indoles to 3-hydroxyindolenines, followed by acid-mediated 1,2-rearrangement. However, controlling the regioselectivity is often challenging and there is an ongoing need for new reaction conditions allowing to steer product selectivity. We report herein that phosphoric acids are ideal organocatalysts for the highly regioselective 1,2-rearrangement of 3-hydroxyindolenines to 2-oxindoles, with predictable product selectivity arising from an efficient dual activation mode.

Rh2(II)-catalyzed ester migration to afford 3 H-indoles from trisubstituted styryl azides

Rh2(II)-Complexes trigger the formation of 3H-indoles from ortho-alkenyl substituted aryl azides. This reaction occurs through a 4π-electron-5-atom electrocyclization of the rhodium N-aryl nitrene followed by a [1,2]-migration to afford only 3H-indoles. The selectivity of the migration is dependent on the identity of the β-styryl substituent.