71149-33-2

Basic information

• Product Name: 2-phenyl-2-iso-propyl-1,2-dihydro-3H-indol-3-one
• Synonyms: 2-phenyl-2-iso-propyl-1,2-dihydro-3H-indol-3-one
• CAS NO: 71149-33-2
• Molecular Weight: 251.328
• Mol File: 71149-33-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-phenyl-2-iso-propyl-1,2-dihydro-3H-indol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-2-iso-propyl-1,2-dihydro-3H-indol-3-one(71149-33-2)
• EPA Substance Registry System: 2-phenyl-2-iso-propyl-1,2-dihydro-3H-indol-3-one(71149-33-2)

Safety Data

• Hazardous Substances Data: 71149-33-2(Hazardous Substances Data)

Upstream product

• 71149-36-5 2-phenyl-3-iso-propyl-3H-indol-3-ol 
• 4070-48-8 L-valine methyl ester 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 2989-63-1 2-phenyl-3H-indol-3-one 
• 1068-55-9 isopropylmagnesium chloride 

Relevant articles and documents

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.

Study of the addition of Grignard reagents to 2-aryl-3H-indol-3-ones

Grignard reagents are added to the carbonyl group of 2-aryl-3H-indol-3-ones to generate 3-alkyl-(or phenyl)-2-aryl-3H-indol-3-ols, which are in turn rearranged to yield 2-alkyl(or phenyl)-2-aryl-1,2-dihydro-3H-indol-3-ones.