65127-72-2

Upstream product

• 77295-67-1 1,4-bis(2,2-dibromoethenyl)benzene 
• 4843-45-2 3,3′-(1,4-phenylene)dipropiolic acid 
• 935-14-8 1,4-diethynylbenzene 
• 623-27-8 terephthalaldehyde, 
• 937-65-5 Bromdiethinyl-benzol 

Downstream Products

• 305350-55-4 1,4-bis(2-(trimethylsilylethynyl)phenylethynyl)benzene 
• 305350-56-5 1,4-bis(2-ethynylphenylethynyl)benzene 
• 1352657-76-1 1,4-bis-[3-(2-bromophenyl)-3-tert-octylimino-1-propynyl]benzene 

Relevant academic research and scientific papers

Sulfilimines as Versatile Nitrene Transfer Reagents: Facile Access to Diverse Aza-Heterocycles

We herein report the unprecedented synthesis of diverse biologically important aza-heterocycles by employing sulfilimines as nitrene transfer reagents. This class of sulfur-based aza-ylides had not been successfully used for gold nitrene transfer before. This work contains an efficient generation of α-imino gold carbenes by N?S cleavage of sulfilimines. These gold carbenes undergo C?H insertion, cyclopropanation, and nucleophilic attack to form indoles (44 examples), 3-azabicyclo[3.1.0]hexan-2-imines (24 examples), and imidazoles (3 examples). Our study represents a unique gold-catalyzed reaction between alkynes and sulfur ylides, and also includes the first aza-heterocycle synthesis that proceeds by intermolecular nitrene transfer followed by cyclopropanation of the α-imino gold carbenes. Moreover, an unexpected synthesis of 4-acylquinolines (3 examples) from 2-acylphenyl sulfilimines and propargylic silyl ether derivatives by a 1,2-hydride shift onto the α-imino gold carbene and a subsequent Mukaiyama aldol cyclization was discovered.

Chloramine Salt Mediated Oxidative Halogenation of Terminal Alkynes with KI or NaBr: Practical Synthesis of 1-Bromoalkynes and 1-Iodoalkynes

A direct oxidative halogenation of terminal alkynes has been realized using chloramine-B as the oxidant and KI or NaBr as the halogen source. This reaction enables a general and practical access to synthetically valuable 1-bromoalkynes and 1-iodoalkynes i

Facile and efficient synthesis of 1-haloalkynes via DBU-mediated reaction of terminal alkynes and N-haloimides under mild conditions

Directly from terminal alkynes and with N-halosuccinimides (halo = Br and I) or N-cholorophthalimide as the halogen sources, DBU as the activator, 1-haloalkynes were prepared in good to excellent yields at room temperature. Bis(bromoalkyne) and bis(iodoal

Cycloaddition-based formal C-H alkynylation of isoindoles leading to the synthesis of air-stable fluorescent 1,3-dialkynylisoindoles

Reaction of N-alkylisoindoles with (bromoethynyl)triisopropylsilane afforded 1,3-bis(triisopropylsilylethynyl) isoindoles in high yields. The formal C-H alkynylation proceeds under transition-metal-free conditions through [4 + 2] cycloaddition of the pyrrole ring of isoindole with bromoalkyne followed by ring-opening of the product.

Palladium-catalyzed bromoalkynylation of C-C double bonds: Ring-structure-dependent synthesis of 7-alkynyl norbornanes and cyclobutenyl halides

Strain versus flexibility: The palladium-catalyzed reaction of haloalkynes with norbornene derivatives leads to 7-alkynyl norbornane products (see scheme). Key to the success of this reaction is the formation of a "bridging" palladium species, which can rearrange to result in a C-7 functionalization. The ring-structure-dependent [2+2] cycloaddition of haloalkynes with cyclooctene has been achieved in moderate to good yields under similar conditions. Copyright

Synthesis of novel acetylenic cyclophanes with helical chirality: Potential new structures for liquid crystals

(matrix presented) The synthesis of a series of novel acetylenic cyclophanes is described. X-ray crystallographic analysis of the core structure revealed a twisted conformation with helical chirality. Preliminary results suggest that these cyclophanes, wi

Reactions with Phosphinealkylenes, XXXIX. - New Methods for the Preparation of 1-Bromoacetylenes and Enynes

1,1-Dibromoolefins 4 are obtained in good yield from the reaction of aldehydes 1 with triphenylphosphane (2) and carbon tetrabromide (3).Reaction of 4 with three moles of methylene(triphenyl)phosphorane (8) leads to the propargylidene(triphenyl)phosphoranes 11 which react with aldehydes to give the enynes 13.The ylides 11 can also prepared via the reaction of bromoacetylenes 7, which can be obtained from 4, with two moles of 8.This reaction sequence allows the synthesis of new retinoids with enyne structures from retinal.