21869-11-4

Upstream product

• 536-74-3 phenylacetylene 
• 95-54-5 1,2-diamino-benzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 128-39-2 2,6-di-tert-butylphenol 
• 1403583-80-1 2-[2-(phenylethynyl)phenyl]-1H-benzo[d]imidazole 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 873-32-5 2-Chlorobenzonitrile 
• 95-51-2 o-chloroaniline 
• 4387-36-4 2-iodobenzonitrile 
• 32183-76-9 2-(phenylethynyl)benzonitrile 
• 615-43-0 2-iodophenylamine 

Relevant academic research and scientific papers

In situ air oxidation and photophysical studies of isoquinoline-fused N-heteroacenes

An efficient, metal free and environment friendly synthesis of isoquinoline-fused benzimidazole has been developed via in situ air oxidation. Also, syntheses of isoquinoline-fused quinazolinone heteroacenes were successfully achieved. The synthesized isoquinoline-fused benzimidazole and isoquinoline-fused quinazolinone derivatives showed λmax, Fmax and Φf values in the ranges 356-394 nm, 403-444 nm and 0.063-0.471, respectively, in CHCl3,.

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.

Nickel-Catalyzed Annulation of o-Haloarylamidines with Aryl Acetylenes: Synthesis of Isoquinolone and 1-Aminoisoquinoline Derivatives

An efficient method for the synthesis of substituted 1(2H)-isoquinolone derivatives via nickel-catalyzed annulation of substituted 2-halobenzamidines with aryl alkynes in the presence of water is described. Benzo[4,5]imidazo[2,1-a]isoquinolines were formed as the dominated products when dry dimethyl sulfoxide was used as the solvent. Furthermore, when benzyl substituted amidines were used as the substrates, debenzylation reaction occured to provide various 1-aminoisoquinoline products. (Figure presented.).

Selective synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines via copper-catalyzed tandem annulation of alkynylbenzonitriles with 2-Iodoanilines

An efficient copper-catalyzed cascade cyclization reaction for selectively synthesizing a variety of benzo[4,5]imidazo[2,1-a]isoquinoline derivatives has been developed. The reaction features the formation of three different C–N bonds in sequence. In the

Rhodium-Catalyzed Annulation of 2-Arylimidazoles and α-Aroyl Sulfoxonium Ylides toward 5-Arylimidazo[2,1- a ]isoquinolines

A Rh-catalyzed annulation between 2-aryl-1 -benzo[ d ]imidazoles and α-aroyl sulfoxonium ylides was developed, affording a series of benzimidazo[2,1- a ]isoquinolines in moderate to excellent yields. This procedure proceeded with the sequential ortho C-H functionalization and cyclization, representing a facile and straightforward pathway to access such frameworks.

Construction of Six-Membered Silacyclic Skeletons via Platinum-Catalyzed Tandem Hydrosilylation/Cyclization with Dihydrosilanes

Catalytic silicon-carbon or silicon-heteroatom bond-forming hydrosilylation has become increasingly important in synthetic chemistry, catalysis and organosilicon chemistry. Herein we report a platinum-catalyzed one-pot and tandem hydrosilylation/cyclization of OH-containing alkynes with dihydrosilanes, allowing for facile synthesis of six-membered organosilicon compounds, including silyloxycycles and cyclic siloxanes in high yields and with good stereoselectivities. (Figure presented.).

Selective one-pot synthesis of 11-arylmethylidene-11H-isoindolo-[2,1-a]benzimidazoles and 6-arylbenzimidazo[2,1-a]isoquinolines from o-alkynylbenzaldehydes and o-diaminobenzenes

Cyclization of o-alkynylbenzaldehydes with o-diaminobenzenes in DMSO under the sequential action of NH4Br and K2CO3 affords 11-arylmethylidene-11H-isoindolo[2,1-a]-benzimidazoles as a result of 5-exo-dig ring closure; whereas replacement of treating with K2CO3 by heating at 110–115?°C results in 6-endo-dig cyclization with formation of 6-arylbenzimidazo[2,1-a]isoquinolines.

An efficient synthesis of 6-arylbenzo[4,5]imidazo[2,1-a] isoquinolines via sequential α-arylation of carbonyl and deacylation catalyzed by CuI

Dibenzoyl methane was found to undergo α-arylation of carbonyl and deacylation reaction with 2-(2-bromophenyl)-1H-benzo[d]imidazoles catalyzed by CuI in the presence of Cs2CO3, and provided an efficient synthesis of 6-arylbenzo[4,5]i

Copper-catalyzed C-C coupling and cyclization: Synthesis of benzo[4,5]imidazo[1,2-a]pyridines and benzo[4,5]imidazo[2,1-a]isoquinolines

2-(2-Bromovinyl)benzimidazoles are coupled and cyclized with 1,3-diketones in DMF in the presence of a catalytic amount of copper(I) iodide and a base to afford the corresponding benzo[4,5]imidazo[1,2-a]pyridines in moderate yields. 2-(2-Bromoaryl)benzimidazoles also react with 1,3-diketones under similar reaction conditions to give benzo[4,5]imidazo[2,1-a]isoquinolines in similar yields.

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