23210-22-2

Basic information

• Product Name: 3-METHYL-1-PHENYLINDOLIN-2-ONE
• Synonyms: 3-METHYL-1-PHENYLINDOLIN-2-ONE;3-METHYL-1-PHENYLINDOLINE-2-ONE;3-methyl-1-phenyl-3H-indol-2-one
• CAS NO: 23210-22-2
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.27
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Indoles;Building Blocks;C13 to C27;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 23210-22-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 78-81 °C(lit.)
• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 202.2 °C
• Appearance: /Powder
• Density: 1.173 g/cm³
• Vapor Pressure: 3.54E-07mmHg at 25°C
• Refractive Index: 1.618
• PKA: -3.36±0.40(Predicted)
• CAS DataBase Reference: 3-METHYL-1-PHENYLINDOLIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-1-PHENYLINDOLIN-2-ONE(23210-22-2)
• EPA Substance Registry System: 3-METHYL-1-PHENYLINDOLIN-2-ONE(23210-22-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 23210-22-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 23210-22-2 differently. You can refer to the following data:
1. ? ;Reactant for stereoselective preparation of oxindole derivatives via asymmetrical Michael addition1
2. Reactant for stereoselective preparation of oxindole derivatives via asymmetrical Michael addition

InChI:InChI=1/C15H13NO/c1-11-13-9-5-6-10-14(13)16(15(11)17)12-7-3-2-4-8-12/h2-11H,1H3/t11-/m1/s1

Upstream product

• 23210-21-1 N,N-diphenyl-2-chloropropionamide 
• 30481-05-1 2-bromo-N,N-diphenylpropanamide 
• 723-89-7 1-phenyl-indole-2,3-dione 
• 30481-08-4 3-hydroxy-3-methyl-1-phenylindolin-2-one 
• 112817-88-6 3-methyl-1-phenyl-1H-indole 
• 79-55-0 1,2,2,6,6-pentamethylpiperidine 
• 3335-98-6 1-phenyl-1,3-dihydro-indol-2-one 
• 67-56-1 methanol 
• 34880-70-1 [1-methoxyprop-1-enyloxy]trimethylsilane 

Relevant articles and documents

Electrochemical Umpolung C-H Functionalization of Oxindoles

Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.

B(C6F5)3-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles

The direct C3 alkylation of indoles and oxindoles is a challenging transformation, and only a few direct methods exist. Utilizing the underexplored ability of triaryl boranes to mediate the heterolytic cleavage of α-nitrogen C-H bonds in amines, we have developed a catalytic approach for the direct C3 alkylation of a wide range of indoles and oxindoles using amine-based alkylating agents. We also employed this borane-catalyzed strategy in an alkylation-ring opening cascade.

Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).