239-44-1

Basic information

• Product Name: benzimidazo(2,1-a)isoquinoline
• Synonyms: benzimidazo(2,1-a)isoquinoline
• CAS NO: 239-44-1
• Molecular Formula: C₁₅H₁₀N₂
• Molecular Weight: 218.25
• Mol File: 239-44-1.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: benzimidazo(2,1-a)isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: benzimidazo(2,1-a)isoquinoline(239-44-1)
• EPA Substance Registry System: benzimidazo(2,1-a)isoquinoline(239-44-1)

Safety Data

• Hazardous Substances Data: 239-44-1(Hazardous Substances Data)

Upstream product

• 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 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 1072-63-5 1-vinylimidazole 
• 19493-44-8 1-chloroisoquinoline 
• 615-36-1 2-bromoaniline 
• 1532-71-4 1-bromoisoquinoline 
• 62-53-3 aniline 
• 51-17-2 benzoimidazole 

Relevant articles and documents

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.).

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