478944-03-5

Upstream product

• 109-04-6 2-bromo-pyridine 
• 15016-42-9 2-vinylbenzeneboronic acid 
• 109306-86-7 2-(2-Bromophenyl)pyridine 
• 4381-32-2 2-(2-chlorophenyl)pyridine 
• 75927-49-0 pinacol vinylboronate 
• 1008-89-5 2-phenylpyridine 
• 92988-08-4 trivinylboroxin 
• 108-05-4 vinyl acetate 

Downstream Products

• 230-27-3 7,8-benzoquinoline 
• 56568-10-6 Dihydro-5,6 benzoquinoleine 

Relevant academic research and scientific papers

Palladium-Catalyzed Hydrocarbonylative Cyclization Enabled by Formal Insertion of Aromatic Ca? N Bonds into Pd-Acyl Bonds

An efficient new formal insertion strategy via combination of reductive elimination and oxidative addition sequence was reported, in which the transient N-acyliminium ions formed via hydrocarbonylation function as key intermediates. This strategy has enabled a novel palladium-catalyzed hydrocarbonylative cyclization of azaarene-tethered alkenes or dienes via sequential insertion of a Ca? C bond, CO, and a Ca? N bond into palladium-hydride bonds. This method provides a new and highly efficient synthetic approach to quinolizinones and its derivatives with extended ?-conjugated systems, possessing tunable emission wavelengths and good photoluminescence capabilities.

Rhodium-Catalyzed Direct C-H Vinylation of Arenes to Access Styrenes with Vinyl Acetate as a Vinyl Source

RhIII-catalyzed aryl C-H vinylation for the preparation of styrenes by using vinyl acetate, a commercially available and inexpensive compound, as the vinyl source was successfully realized. This method enables various aromatics including N-sulfonyl ketimines, pyridines, azoles, and amides to be vinylated in moderate to good yields. A variety of styrenes are prepared through RhIII-catalyzed direct aryl C-H vinylation with commercially available and inexpensive vinyl acetate as the vinyl source. This method enables various aromatics including N-sulfonyl ketimines, pyridines, azoles, and amides to be vinylated in moderate to good yields.

Merging C-H Vinylation with Switchable 6π-Electrocyclizations for Divergent Heterocycle Synthesis

Pyridinium-containing polyheterocycles exhibit distinctive biological properties and interesting electrochemical and optical properties and thus are widely used as drugs, functional materials, and photocatalysts. Here, we describe a unified two-step strategy by merging Rh-catalyzed C-H vinylation with two switchable electrocyclizations, including aza-6π-electrocyclization and all-carbon-6π-electrocyclization, for rapid and divergent access to dihydropyridoisoquinoliniums and dihydrobenzoquinolines. Through computation, the high selectivity of aza-electrocyclization in the presence of an appropriate "HCl"source under either thermal conditions or photochemical conditions is shown to result from the favorable kinetics and symmetries of frontier orbitals. We further demonstrated the value of this protocol by the synthesis of several complex pyridinium-containing polyheterocycles, including the two alkaloids berberine and chelerythrine.

An efficient method for the preparation of styrene derivatives via Rh(III)-catalyzed direct C-H vinylation

The development of a method for the Rh(III)-catalyzed direct vinylation of an aromatic C-H bond to give functionalized styrenes in good yield, using vinyl acetate as a convenient and inexpensive vinyl source, is reported. High functional group tolerance is demonstrated for electronically distinct arenes as well as different directing groups. Mechanistic investigation resulted in the characterization of a novel rhodium-metallacycle, which represents the first X-ray structure of a [1,2]-Rh(III)-alkenyl addition adduct.

Ring-closing metathesis approach to heteroaromatic cations: Synthesis of benzo[a]quinolizinium salts

Benzo[a]quinolizinium salts have been synthesized through ring-closing metathesis reactions of 1-butenyl-2-vinylisoquinolinium, 2-butenyl-1- vinylisoquinolinium and 2-styryl-1-vinylpyridinium salts in the presence of Grubbs andHoveyda-Grubbs catalysts. Th

Latent thermo-switchable olefin metathesis initiators bearing a pyridyl-functionalized chelating carbene: Influence of the leaving group's rigidity on the catalyst's performance

The synthesis and characterization of two ruthenium complexes bearing chelating carbene ligands is described. Carbene precursors, 2-(2-vinylphenyl) pyridine and 10-vinylbenzo[h]quinoline, are applied to prepare (SPY-5-31)-dichloro-(k2 (C,N)-N-2-(2-vinylbenzylidene)pyridine(l,3- bis(2,4, 6-trimethylphenyl)4,5-dihydroimidazol-2-ylidene)ruthenium (VIII) and (SPY-5-31)-dichloro-(k2(C,N)-2-(benzo[/!]quinolin-10-yl)methylidene) (l,3-bis(2,4,6-trimethylphenyl)4,5-dihydroimidazol-2-ylidene)ruthenium (IX). Both catalysts/initiators are used to perform ring-closing metathesis (RCM) and ringopening metathesis polymerizations (ROMP). RCM experiments reveal significant thermal stability of the catalysts under forcing reaction conditions such as boiling toluene for 48 h. Even challenging substrates such as diethylallyl(2-methylallyl)malonate are completely transformed with low catalyst loadings (0.1 mol % at 110 °C). The high thermal stability, i.e., latency, might be explained by a slow generation of the catalytically active methylidene species. This feature leads to high molecular weight polymers and a thermal switchability in ROMP. Initiation of polymerizations of several norbornene derivatives occurs at about 48 ± 5 °C in the case of initiator VIII and at 110 ± 9 °C in the case of IX. A substantial increase of the switching temperature in the following cases could be supported with higher rigidity of the chelating carbene moiety in IX when compared to VIII.

A new approach to polycyclic azonia cations by ring-closing metathesis

The ring-closing metathesis (RCM) reaction of N-vinyl-α-(2-styryl) azinium salts, using the Hoveyda-Grubbs catalyst, leads to different tricyclic and tetracyclic azonia cations with moderate to good yields. This is the first time that a highly electron-de

Vinyl-phenyl pyridine monomers and polymers prepared thereform

The present invention relates to vinyl-phenyl monomers and polymers prepared therefrom. More particularly, the present invention is to provide the vinyl-phenyl monomers expressed by formula (1) which are capable of various polymerization such as radical p