199277-23-1

Basic information

• Product Name: Benzene, 1-azido-2-(phenylethynyl)-
• CAS NO: 199277-23-1
• Molecular Formula: C14H9N3
• Molecular Weight: 219.246
• Mol File: 199277-23-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzene, 1-azido-2-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-azido-2-(phenylethynyl)-(199277-23-1)
• EPA Substance Registry System: Benzene, 1-azido-2-(phenylethynyl)-(199277-23-1)

Safety Data

• Hazardous Substances Data: 199277-23-1(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 615-43-0 2-iodophenylamine 
• 54467-95-7 1-azido-2-iodo-benzene 
• 13141-38-3 2-phenylethynylaniline 

Downstream Products

• 13141-38-3 2-phenylethynylaniline 
• 210880-75-4 C₂₃H₃₇NSi₄ 
• 4264-28-2 2-phenyl-1H-indol-3-yl 4-methylbenzenesulfonate 
• 1279719-11-7 2-phenyl-3-(phenylsulfonyl)-1H-indole 
• 5834-42-4 3-(4-methoxyphenyl)-2-phenyl-1H-indole 
• 55654-00-7 2-phenyl-3-(thiophen-2-yl)-1H-indole 
• 1417732-30-9 3-(naphthalen-1-yl)-2-phenyl-1H-indole 
• 143360-82-1 3-(4-chlorophenyl)-2-phenyl-1H-indole 
• 3469-20-3 2,3-diphenyl-1H-indole 

Relevant articles and documents

Br?nsted Base-Catalyzed Umpolung Intramolecular Cyclization of Alkynyl Imines

A novel “umpolung” intramolecular cyclization of alkynyl imines, in which the electrophilic imine sp2-carbon formally serves as a nucleophilic site, was developed under Br?nsted base catalysis. The reaction involves the unprecedented catalytic generation of α-aminoester enolates from α-iminoesters via the 1,2-addition of the anion of a secondary phosphite to an imine moiety followed by the [1,2]-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen, which is a formal umpolung process, and the intramolecular addition to an alkyne. This is a rare example of a [1,2]-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen to generate an α-amino carbanion and the first catalytic carbon–carbon bond forming reaction utilizing the resulting carbanion as a nucleophile.

Cyclization of Alkyne-Azide with Isonitrile/CO via Self-Relay Rhodium Catalysis

A self-relay rhodium(I)-catalyzed cyclization of alkyne-azides with two σ-donor/π-acceptor ligands (isonitriles and CO) to form sequentially multiple-fused heterocycle systems via tandem nitrene transformation and aza-Pauson-Khand cyclization has been dev

Umpolung reactivity of indole through gold catalysis

Electrophilic indole? Indoles, which are typically nucleophilic, can be made electrophilic through gold catalysis. By using an ortho-azido group to deliver a nitrene intramolecularly, an arylalkyne is converted into a gold carbene intermediate containing an indole skeleton that is highly electrophilic at the 3-position. A range of functionalized indoles is readily accessed by utilizing this strategy.