401514-46-3

Upstream product

• 558-13-4 carbon tetrabromide 
• 766-46-1 2-bromo-1-ethynylbenzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 
• 213599-19-0 1-bromo-2-(2,2-dibromovinyl)benzene 

Downstream Products

• 1056775-98-4 C₁₇H₁₄BrNO₂ 
• 1056775-59-7 C₁₈H₁₄BrNO₂ 
• 1056775-50-8 C₁₇H₁₂BrNO₂ 
• 1221576-88-0 2-(2-bromophenylethynyl)-5-methylbenzoxazole 
• 1519058-78-6 2-[(2-bromophenyl)ethynyl]tetrahydrofuran 
• 675129-33-6 N-benzyl-N-((2-bromophenyl)ethynyl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Visible-Light-Promoted Formation of C—C and C—P Bonds Derived from Evolution of Bromoalkynes under Additive-Free Conditions: Synthesis of 1,1-Dibromo-1-en-3-ynes and Alkynylphosphine Oxides

The controllable achievement of C—C and C—P bond formations is developed via visible-light-promoted bromoalkyne dimerization or its further transformation with secondary phosphine oxides. The 1,1-dibromo-1-en-3-ynes are formed when bromoalkyne is exposed to visible-light. While alkynylphosphine oxides are generated when bromoalkynes are mixed with secondary phosphine oxides.

Gold(III)-catalyzed chemoselective annulations of anthranils with N-allylynamides for the synthesis of 3-azabicyclo[3.1.0]hexan-2-imines

We herein report the gold(iii)-catalyzed selective annulation of anthranils with N-allylynamides under mild conditions. By trapping the in situ-generated α-imino gold carbenes, 3-azabicyclo[3.1.0]hexan-2-imines were obtained in high synthetic efficiency. The reaction, which can be conducted in the gram scale, tolerates electron-rich and electron-deficient anthranils as well as a diverse set of functionalized ynamides (aryl- and alkyl-substituted terminal).

Copper-catalyzed N-alkynylations of sulfoximines with bromoacetylenes

N-Alkynylated sulfoximines have been obtained by copper-catalyzed cross-coupling reactions starting from NH-sulfoximines and bromoacetylenes in moderate to good yields. The reaction conditions are mild, and the substrate scope is wide.

Gold-catalyzed intermolecular oxidation of o-alkynylbiaryls: An easy and practical access to functionalized fluorenes

A novel gold-catalyzed intermolecular oxidation of o-alkynylbiaryls has been developed. A variety of functionalized fluorenes are readily accessed by utilizing this non-diazo approach, thus providing a viable alternative to synthetically useful fluorenes. This journal is the Partner Organisations 2014.

Catalytic electrophilic halogenation of silyl-protected and terminal alkynes: Trapping gold(I) acetylides vs. a Bronsted acid-promoted reaction

In the presence of a cationic gold(I) catalyst and N-halosuccinimide, both trimethylsilyl-protected and terminal alkynes are converted into alkynyl halides. Further experiments showed that silyl-protected alkynes undergo electrophilic iodination and bromination under Bronsted acid catalysis, whilst terminal alkynes require a cationic gold catalyst. The former reactions probably proceed via activation of the electrophile, whilst the latter reactions proceed via a gold(I) acetylide intermediate. Gold-catalysed halogenation was further combined with gold-catalysed hydration and subsequent annulation to provide convenient routes to iodomethyl ketones and five-membered aromatic heterocycles. Copyright

A sequential metal-catalyzed C-N bond formation in the synthesis of 2-amido-indoles

(Chemical Equation Presented) A sequential metal-catalyzed C-N bond formation employing ortho-haloaryl acetylenic bromides is described. The initial amidation is highly selective for C8P-N bond formation, leading to o-haloaryl-substiluted ynami

A novel synthesis of β,β-dibromostyrenes

A new simple and efficient transformation of aromatic aldehydes to β,β-dibromostyrenes and arylbromoacetylenes is described. The olefination procedure was conducted under mild conditions and in good yields.