6932-23-6

Basic information

• Product Name: 1H-Pyrrole, 1,2,3,4-tetraphenyl-
• CAS NO: 6932-23-6
• Molecular Formula: C28H21N
• Molecular Weight: 371.481
• Mol File: 6932-23-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 1,2,3,4-tetraphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 1,2,3,4-tetraphenyl-(6932-23-6)
• EPA Substance Registry System: 1H-Pyrrole, 1,2,3,4-tetraphenyl-(6932-23-6)

Safety Data

• Hazardous Substances Data: 6932-23-6(Hazardous Substances Data)

Usage

Structure

A five-membered aromatic ring with one nitrogen atom and four phenyl substituents on carbons 1, 2, 3, and 4.

Aromaticity

1H-Pyrrole, 1,2,3,4-tetraphenylis an aromatic compound due to the presence of a conjugated system of double bonds and the contribution of the nitrogen atom's lone pair of electrons to the aromatic system.

Substituents

Four phenyl groups are attached to the pyrrole ring, which significantly increase its molecular weight and lipophilicity.

Uses

It is commonly used as a building block in the synthesis of various organic molecules, particularly in the field of organic chemistry and pharmaceutical research.

Biological activity

1H-Pyrrole, 1,2,3,4-tetraphenylhas demonstrated potential biological activity and is being studied for its potential application in drug discovery and development.

Importance

Its specific properties and potential uses make it an important compound in organic synthesis and medicinal chemistry.

Upstream product

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Relevant articles and documents

Synthesis of pentasubstituted 2-aryl pyrroles from boryl and stannyl alkynes: Via one-pot sequential Ti-catalyzed [2 + 2 + 1] pyrrole synthesis/cross coupling reactions

Multisubstituted pyrroles are commonly found in many bioactive small molecule scaffolds, yet the synthesis of highly-substituted pyrrole cores remains challenging. Herein, we report an efficient catalytic synthesis of 2-heteroatom-substituted (9-BBN or SnR3) pyrroles via Ti-catalyzed [2 + 2 + 1] heterocoupling of heteroatom-substituted alkynes. In particular, the 9-BBN-alkyne coupling reactions were found to be very sensitive to Lewis basic ligands in the reaction: exchange of pyridine ligands from Ti to B inhibited catalysis, as evidenced by in situ11B NMR studies. The resulting 2-boryl substituted pyrroles can then be used in Suzuki reactions in a one-pot sequential fashion, resulting in pentasubstituted 2-aryl pyrroles that are inaccessible via previous [2 + 2 + 1] heterocoupling strategies. This reaction provides a complementary approach to previous [2 + 2 + 1] heterocouplings of TMS-substituted alkynes, which could be further functionalized via electrophilic aromatic substitution. This journal is

Silver-catalyzed intramolecular chloroamination of allenes: Easy access to functionalized 3-pyrroline and pyrrole derivatives

A 1,10-phenanthroline-ligated cationic silver complex allows the intramolecular chloroamination of allenes with N-chlorosuccinimide using 2,6-lutidine as a base. This process proceeds under mild conditions and can tolerate a variety of functional groups.