239-44-1

Upstream product

• 13797-20-1 isoquinolin-1-yl-phenyl-amine 
• 1072-63-5 1-vinylimidazole 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 95-54-5 1,2-diamino-benzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 24192-81-2 2-(2-iodophenyl)-1H-benzo[d]imidazole 
• 75-20-7 calcium carbide 
• 3574-96-7 2-(2-chlorophenyl)-1H-benzimidazole 
• 13275-42-8 2-(2-bromophenyl)-benzimidazole 
• 872-36-6 vinylene carbonate 
• 19493-44-8 1-chloroisoquinoline 
• 615-36-1 2-bromoaniline 
• 1532-71-4 1-bromoisoquinoline 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Direct Access to Dihydrobenzoimidazo[2,1-a]isoquinolines through Ruthenium-catalyzed Formal [4+2] Annulation

A facile and straightforward synthesis of benzoimidazo[2,1-a]isoquinolines through Ru(II)-catalyzed [4+2] annulation reaction of 2-aryl benzimidazole and styrene has been explored. Tentative mechanistic studies imply the current reaction involves sequential C?C/C?N bond formation through the ortho C?H activation of 2-aryl benzimidazole followed by C?N reductive elimination. This newly developed strategy is widely applicable and tolerates various 2-arylbenzimidazole and vinyl derivatives, and allows the attractive vehicle for direct construction of diverse C6-substituated benzoimidazoisoquinoline scaffold in good yields. (Figure presented.).

Copper-Catalyzed Construction of Benzo[4,5]imidazo[2,1- a]isoquinolines Using Calcium Carbide as a Solid Alkyne Source

A method for the synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines through Sonogashira cross-coupling/nucleophilic addition tandem reactions using calcium carbide as a solid alkyne source, 2-(2-bromophenyl)benzimidazoles as starting materials, and copper as a catalyst is described. The target products can also be synthesized through one-pot three-component reactions of o-phenylenediamines, o-bromobenzaldehydes, and calcium carbide. Both reaction routes can also be scaled up to gram scale.

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.

Catalyst-free ambient temperature synthesis of isoquinoline-fused benzimidazoles from 2-alkynylbenzaldehydes: Via alkyne hydroamination

An efficient environmentally benign route for the synthesis of benzimidazo[2,1-a]isoquinoline has been developed by reacting 2-ethynylbenzaldehyde and related substituted alkynylbenzaldehydes with variously substituted ortho-phenylenediamines and aliphatic amines in ethanol. This method provides a convenient, room temperature, atom-economical, and catalyst-free access to diversely substituted isoquinoline fused benzimidazoles. Regioselectivity of the reaction, as referred to o-phenylenediamines, was confirmed by X-ray crystallography. The reaction was found to occur in three major steps (imine formations, cyclization, and aromatization) and a mechanism has been proposed.

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.

C-H cycloamination of N-aryl-2-aminopyridines and N-arylamidines catalyzed by an in situ generated hypervalent iodine(iii) reagent

A metal-free synthesis of diversified pyrido[1,2-a]benzimidazoles and 1H-benzo[d]imidazoles from N-aryl-2-aminopyridines and N-arylamidines has been developed. The C-H cycloamination reaction was catalyzed by hypervalent iodine(iii) species generated in situ from iodobenzene (catalytic) and peracetic acid (stoichiometric). The reaction proceeded smoothly at ambient temperature to provide the corresponding N-heterocycles in good to excellent yields.

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

A direct intramolecular C-H amination reaction cocatalyzed by copper(II) and iron(III) as part of an efficient route for the synthesis of pyrido[1,2-a ]benzimidazoles from N-aryl-2-aminopyridines

A novel and efficient synthesis of pyrido[1,2-a]benzimidazoles through direct intramolecular aromatic C-H amination of N-aryl-2-aminopyridines has been developed. The reaction, cocatalyzed by Cu(OAc)2 and Fe(NO 3)3?9H