163525-97-1

Basic information

• Product Name: tert-butyl 2-phenyl-1H-pyrrole-1-carboxylate
• Synonyms: tert-butyl 2-phenyl-1H-pyrrole-1-carboxylate
• CAS NO: 163525-97-1
• Molecular Weight: 243.305
• Mol File: 163525-97-1.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: tert-butyl 2-phenyl-1H-pyrrole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-phenyl-1H-pyrrole-1-carboxylate(163525-97-1)
• EPA Substance Registry System: tert-butyl 2-phenyl-1H-pyrrole-1-carboxylate(163525-97-1)

Safety Data

• Hazardous Substances Data: 163525-97-1(Hazardous Substances Data)

Upstream product

• 3042-22-6 2-phenyl-1H-pyrrole 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1236292-78-6 bis(N-tert-butoxycarbonyl-5-phenylpyrrol-2-yl )(2,4,6-triisopropylphenyl)borane 
• 5176-27-2 N-tert-butyloxycarbonyl-pyrrole 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 591-50-4 iodobenzene 
• 135884-31-0 N-boc-2-pyrroleboronic acid 
• 117657-37-1 2-bromo-pyrrole-1-carboxylic acid tert-butyl ester 
• 98-80-6 phenylboronic acid 
• 108-86-1 bromobenzene 

Downstream Products

• 3042-22-6 2-phenyl-1H-pyrrole 
• 1236292-78-6 bis(N-tert-butoxycarbonyl-5-phenylpyrrol-2-yl )(2,4,6-triisopropylphenyl)borane 
• 1623145-91-4 (R)-tert-butyl 2-(2-ethoxy-1-hydroxy-2-oxoethyl)-5-phenyl-1H-pyrrole-1-carboxylate 
• 1623146-26-8 C₂₂H₃₁NO₅Si 
• 1623145-34-5 tert-butyl 2-phenyl-5-(trimethylsilyl)-1H-pyrrole-1-carboxylate 
• 1146732-16-2 N-tert-butoxycarbonyl-5-iodo-2-phenyl-1H-pyrrole 

Relevant articles and documents

Perylenequinonoid-catalyzed photoredox activation for the direct arylation of (het)arenes with sunlight

Naturally occurring perylenequinonoid pigments (PQPs) have attracted considerable attention owing to their excellent properties of photosensitization. They have been widely investigated as an aspect of photophysics and photobiology. However, their applications in photocatalysis are yet to be explored. We report here that sunlight along with 1 mol% cercosporin, which is one of the perylenequinonoid pigments, catalyzes the direct C-H bond arylation of (het)arenes by a photoredox process with good regioselectivity and broad functional group compatibility. Furthermore, a gram-scale reaction with great conversions of substrates was achieved even by a cercosporin-containing supernatant without organic solvent extraction and purification after liquid fermentation. Thus we set up a bridge between microbial fermentation and organic photocatalysis for chemical reactions in a sustainable, environmentally friendly manner.

Isomer-Specific Hydrogen Bonding as a Design Principle for Bidirectionally Quantitative and Redshifted Hemithioindigo Photoswitches

A new class of bidirectionally quantitative photoswitches based on the hemithioindigo (HTI) scaffold is reported. Incorporation of a pyrrole hydrogen-bond donor leads to a bathochromic shift allowing for quantitative bidirectional isomerization. Additionally, extending conjugation from the electron-rich pyrrole results in quantitative visible-light photoswitches, as well as photoswitches that isomerize with red and near-infrared light. The presence of the hydrogen bond leading to the observed redshift is supported by computational and spectroscopic evidence.

A study of 1,2-dihydro-1,2-azaborine in a π-conjugated system

The reaction of N-Boc-protected bis(5-phenyl-2-pyrrolyl)borane with BF 3·OEt2 produced 3-(phenylpyrrolyl)-6-phenyl-1,2- dihydro-1,2-azaborine in moderate yield. This compound showed an absorption band at a longer wavelength compared to that of its benzene analogue and also exhibited an intense red-shifted fluorescence with a high quantum yield close to unity. According to the X-ray structural analysis, cyclic voltammetry, and theoretical calculations, the 1,2-dihydro-1,2-azaborine acts not like a benzene analogue but like a cyclohexadiene analogue in the extended π-conjugated skeleton.