234-70-8

Upstream product

• 872-36-6 vinylene carbonate 
• 670-96-2 2-Phenylimidazole 
• 96-49-1 [1,3]-dioxolan-2-one 
• 1456-22-0 3-phenyl-4H-[1,2,4]oxadiazol-5-one 
• 288-32-4 1H-imidazole 
• 536-74-3 phenylacetylene 
• 107-20-0 2-chloroethanal 
• 1532-84-9 isoquinolin-1-ylamine 
• 621-82-9 Cinnamic acid 
• 100-52-7 benzaldehyde 
• 6286-30-2 2,3-dibromo-3-phenylpropanoic acid 
• 588-73-8 (Z)-β-bromostyrene 
• 119-65-3 isoquinoline 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 

Downstream Products

• 63111-65-9 1-benzyl-1H-imidazo[2,1-a]isoquinolin-4-ium bromide 

Relevant academic research and scientific papers

A general and efficient five-step one-pot procedure leading to nitrogen-bridgehead heterocycles containing an imidazole ring

A very simple annulation reaction was designed, allowing an imidazole moiety to be fused onto a range of pyridine-based derivatives. The methodology consists of an activation step via the formation of a pyridinium salt to increase the electrophilicity of

One-pot synthesis of imidazopyridine derivatives

Two highly efficient and general one-pot annulation reactions are described for the synthesis of imidazopyridine derivatives (IPs). The two procedures are complementary to each other: Whereas the first one allows the production of simpler IPs, the second

Rhodium-catalyzed reaction of 4-phenyl oxadiazolone and vinylene carbonate for synthesis of three types of isoquinoline heterocyclic rings

The invention discloses rhodium-catalyzed reaction of 4-phenyl oxadiazolone and vinylene carbonate for synthesis of three types of isoquinoline heterocyclic rings through temperature and additive control. The isoquinoline heterocyclic rings comprise 5-hydroxy-5,6-dihydro-3H-[1,2,4] oxadiazolo [3,4-a] isoquinoline-3-ketone, 3H-[1,2,4] oxadiazolo [3,4-a] isoquinoline-3-ketone, imidazo [2,1-a] isoquinoline, and derivatives thereof. The reaction involved in the invention is completed by a one-pot method, and the conversion from a 5-hydroxyisoquinoline ring to an isoquinoline ring and the change from an oxadiazolone ring to an imidazole ring can be realized under the control of an additive and temperature. The synthesis operation steps are simple, the atom economy is high, the reaction system is green and environment-friendly, the post-treatment operation is simpler, the implementation feasibility is high, and a foundation is laid for industrial production and wide application of the isoquinoline compound; and the synthesis method disclosed by the invention is convenient in reaction raw material source, mild in reaction condition, high in yield and wide in substrate application range.

Rhodium-Catalyzed Annulative Coupling Using Vinylene Carbonate as an Oxidizing Acetylene Surrogate

Transition-metal-catalyzed C-H activation and subsequent oxidative cyclization with alkynes has been a powerful tool for the synthesis of polycyclic aromatic compounds. Despite the substantial progress in this field, it is still a significant challenge to establish synthetic methodologies for the construction of nonsubstituted vinylene-fused aromatics. We herein report a Rh(III)-catalyzed C-H/N-H annulation with vinylene carbonate as an acetylene surrogate. Vinylene carbonate also acts as an internal oxidant to regenerate the Rh(III) species in situ; thus, no external oxidant is required to trigger the oxidative annulation. This protocol is applicable to the direct synthesis of various N-heteroaromatics.

One-Pot Synthesis of Imidazolyl Isoquinolines under a Palladium-Catalyzed C-H Activation/Annulation (CHAA) Reaction

A microwave-assisted Pd-catalyzed one-pot C-H activation/annulation (CHAA) protocol has been developed for the synthesis of imidazo[2,1-a]isoquinolines and benzo[4,5]imidazo[2,1-a]isoquinolines. Further N-alkylation for the preparation of a series of the

Metal complexes

The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.

Synthesis of imidazo and benzimidazo[2,1-a]isoquinolines by rhodium-catalyzed intramolecular double C-H bond activation

The rhodium-catalyzed intramolecular direct arylation of imidazole and benzimidazole derivatives via double C-H bond activation is described. This approach provides new access to a wide range of imidazo and benzimidazo[2,1-a] isoquinoline derivatives in m

Palladium-catalyzed oxidative intramolecular C-C bond formation via double sp2 C-H activation between the 2-position of imidazoles and a benzene ring

Oxidative intramolecular C-C bond formation via double sp2 C-H activation between the 2-position of imidazoles and a benzene ring catalyzed by palladium(II) has been developed, which provides an atom-economical, concise and efficient methodology to synthesize imidazole- or benzimidazole-fused isoquinoline polyheteroaromatic compounds. Copyright

Substituent effects on fluorescent properties of imidazo[1,2- α]pyridine-based compounds

In order to search for novel fluorescent organic compounds, 20 derivatives of imidazo[1,2-a]pyridine (1) were synthesized, and their fluorescent properties were studied. Though the parent compound I (λ(fl) = 370.5 nm, Φ = 0.57 in ethanol) was in the liquid state at ambient temperature, 2-phenylimidazo[1,2-a]pyridine (5), 2-(2-naphthyl)imidazo[1,2- a]pyridine (16), 7-methylimidazo[1,2-a]pyridine (3), 7-methyl-2- phenylimidazo[1,2-a]pyridine (12), and 7-methyl-2(2-naphthyl)imidazo[1,2- a]pyridine (17) were found to give thermally stable solid compounds (mp 55- 190 °C) without much affecting the fluorescent properties of the parent compound (λ(fl) = 374-381 nm, Φ = 0.50-0.78 in ethanol). Among the 4'- substituted 2-phenyl derivatives, it was found that the introduction of the strong electron-donating amino and dimethylamino groups (2-(4- aminophenyl)imidazo[1,2-a]pyridine (7) and 2-[4- (dimethylamino)phenyl]imidazo[1,2-a]pyridine (8), respectively) caused marked red shift of their fluorescence (λ(fl) = 445 and 446 nm, respectively, in ethanol), thus providing the way for tuning the fluorescence color of the IP derivatives. The observed red shift of the fluorescence of 7 and 8 was ascribed to the contribution of the excited intramolecular charge transfer state.

151. Azidinium-Salze. 24. Mitteilung. Thermolyse heterocyclischer Azidinium-tetrafluoroborate

The thermolysis of some azidinium salts was investigated.It led to a large variety of products which were isolated or identified by GC/MS.Reaction mechanisms are discussed to explain the product formation.