35577-92-5

Basic information

• Product Name: 4-phenyl-1H-indole
• Synonyms: 4-phenyl-1H-indole;1H-Indole, 4-phenyl-
• CAS NO: 35577-92-5
• Molecular Formula: C₁₄H₁₁N
• Molecular Weight: 193
• Mol File: 35577-92-5.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 392.547°C at 760 mmHg
• Flash Point: 176.574°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.679
• PKA: 16.89±0.30(Predicted)
• CAS DataBase Reference: 4-phenyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenyl-1H-indole(35577-92-5)
• EPA Substance Registry System: 4-phenyl-1H-indole(35577-92-5)

Safety Data

• Hazardous Substances Data: 35577-92-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11N/c1-2-5-11(6-3-1)12-7-4-8-14-13(12)9-10-15-14/h1-10,15H

Upstream product

• 130111-35-2 1‐(benzenesulfonyl)‐4‐phenyl‐1H‐indole 
• 25235-85-2 4-chloro-1H-indole 
• 98-80-6 phenylboronic acid 
• 55289-35-5 2-bromo-6-nitrotoluene 
• 107622-50-4 2-nitro-6-phenyltoluene 
• 108-86-1 bromobenzene 
• 388116-27-6 indole-4-boronic acid pinacol ester 
• 1953-54-4 indol-5-ol 
• 52488-36-5 4-bromo-1H-indole 
• 1112057-03-0 C₁₉H₂₃NO₄ 
• 591-50-4 iodobenzene 
• 220465-43-0 indole-4-boronic acid 
• 100-58-3 phenylmagnesium bromide 
• 179473-53-1 4-phenyl-2,3-dihydro-1H-indole 

Downstream Products

• 179473-53-1 4-phenyl-2,3-dihydro-1H-indole 
• 179473-54-2 methyl 6-fluoro-3-methyl-2-(4-phenyl-1-indolinyl)quinoline-4-carboxylate 
• 1313803-18-7 5-(4-phenyl-1H-indol-1-yl)-2-thiophenecarboxaldehyde 
• 1313803-17-6 3-(4-phenyl-1H-indol-1-yl)aniline 
• 1313803-14-3 (3-(4-phenyl-1H-indol-1-yl)phenyl)methanol 
• 1313802-50-4 3-(3-(4-phenyl-1H-indol-1-yl)benzylthio)benzoic acid 
• 1313802-54-8 3-[3-(4-phenyl-1H-indol-1-yl)benzyloxy]-5-isoxazolecarboxylic acid 
• 1313802-56-0 3-{N-[3-(4-phenyl-1H-indol-1-yl)phenyl]sulfamoyl}benzoic acid 
• 1313802-57-1 3-(4-phenyl-1H-indol-1-yl)benzaldehyde 
• 1313802-58-2 3-(3-(4-phenyl-1H-indol-1-yl)benzylamino)benzoic acid 
• 1313802-49-1 1-(3-(bromomethyl)phenyl)-4-phenyl-1H-indole 
• 1383973-89-4 6-(morpholin-4-yl)-2-[2-oxo-2-(4-phenyl-2,3-dihydro-1H-indol-1-yl)ethyl]pyrimidin-4(3H)-one 

Relevant articles and documents

Inter- and intra-molecular C-H borylation for the formation of PAHs containing triarylborane and indole units

Inter-/intra-molecular electrophilic C-H borylation of C4-substituted indoles enables the formation of fused polycyclic aromatic structures containing triarylborane and N-heterocyclic units. These compounds are B-(C)n-N isosteres of carbocyclic PAHs that do not contain B-N bonds and comparison of one pair of BN/CC isosteres reveals that different resonance structures dominate. These compounds are highly sensitive to protodeboronation, of both the chloroborane intermediates and the mesityl protected products, which results in low isolated yields of the latter. Protodeboronation can be utilised productively for a C-H directed, C-H electrophilic borylation to make a previously unknown pinacol boronate ester by selective protodeboronation of the chloroborane intermediate. Intermolecular and double intramolecular electrophilic C-H borylation of a C4-substituted indole leads to a more highly fused structure containing two boracycles which represents a B-(C)n-N analogue of the unknown carbon isostere indeno[1,7ab]perylene.

Regioselective Formation of Substituted Indoles: Formal Synthesis of Lysergic Acid

A Diels–Alder reaction-based strategy for the synthesis of indoles and related heterocycles is reported. An intramolecular cycloaddition of alkyne-tethered 3-aminopyrones gives 4-substituted indolines in good yield and with complete regioselectivity. Additional substitution is readily tolerated in the transformation, allowing synthesis of complex and non-canonical substitution patterns. Oxidative conditions give the corresponding indoles. The strategy also allows the synthesis of carbazoles. The method was showcased in a formal synthesis of lysergic acid.

Indoline compounds and preparing method and application thereof

The invention belongs to the technical field of medicines, and discloses indoline compounds having a general formula I in which substitutes R1, R2, R3, R4 and R5 are defined in the specification and apreparing method and application thereof. The indoline