383191-51-3

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 29079-00-3 4-ethynyl-1,1'-biphenyl 
• 1591-31-7 4-iodo-biphenyl 
• 766-46-1 2-bromo-1-ethynylbenzene 
• 75867-42-4 ([1,1'-biphenyl]-4-ylethynyl)trimethylsilane 

Downstream Products

• 383191-53-5 (2-biphenyl-4-ylethynyl-phenylethynyl)-trimethyl-silane 
• 1396300-38-1 5-(biphenyl-4-yl)pyrrolo[2,1-a]isoquinoline 
• 1396300-21-2 6-(biphenyl-4-yl)-10-(4-methoxyphenyl)indolo[2,1-a]isoquinoline 
• 21470-37-1 2-((1,1′-biphenyl)-4-yl)-1H-indole 
• 1314247-99-8 2-(biphenyl-4-yl)-1H-indol-1-amine 
• 1314248-04-8 3-(biphenyl-4-ylmethyl)-1H-indazole 
• 383191-40-0 1-(2-biphenyl-4-ylethynyl-phenyl)-3-{4-[3-(2-biphenyl-4-ylethynyl-phenyl)-1-tert-butyl-1-hydroxy-prop-2-ynyl]-phenyl}-4,4-dimethyl-pent-1-yn-3-ol 
• 383191-44-4 C₄₈H₄₂(C₆H₄)2 
• 383191-39-7 4-((2-ethynylphenyl)ethynyl)-1,1'-biphenyl 

Relevant academic research and scientific papers

Sequential Addition of Amines to Nitrile and Carbon-Carbon Multiple Bond: A Route to 7-Amino-5 H-dibenzo[ c,e]azepines

A rare earth metal-catalyzed sequential inter- and intramolecular C-N bond formation of 2-nitrile-2′-alkenyl(alkynyl)biphenyls with amines has been developed, which provides a straightforward and efficient access to a range of new functional dibenzo[c,e]azepines. This represents the first examples of direct construction of seven-membered azaheterocycle from unsaturated nitriles and amines. Such transformations have the advantages of avoiding the use of additives, easily available starting materials, step- and high atom-economy, mild reaction conditions, and high selectivity.

Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins

A Pd-catalyzed domino process involving a double norbornene insertion/annulation reaction was developed for the expeditious synthesis of overcrowded olefins. In this one-pot reaction, four new C-C bond formations were achieved by three consecutive Heck ca

Synthesis of Naphthalenyl Triflates via the Cationic Annulation of Benzodiynes with Triflic Acid

A highly efficient and regioselective annulation of benzodiynes promoted by triflic acid has been developed. This protocol provides a step and atom-economic access to a series of naphthalenyl triflates. Furthermore, direct synthetic applications of this r

Copper-catalyzed tandem synthesis of indolo-, pyrrolo[2,1-a]isoquinolines, naphthyridines and bisindolo/pyrrolo[2,1-a]isoquinolines via hydroamination of ortho-haloarylalkynes followed by C-2 arylation

An efficient approach for the copper-catalyzed regioselective tandem synthesis of diversely substituted indolo[2,1-a]isoquinolines 11a-r, pyrrolo[2,1-a]isoquinolines 12a-d, and indolo-, pyrrolo[2,1-f ][1,6]naphthyridines 14a-f via preferential addition of the heterocyclic amines onto the ortho-haloarylalkynes over N-arylation followed by intramolecular C-2 arylation is described. The scope of the developed chemistry was successfully extended for the direct synthesis of bisindolo-, pyrrolo[2,1-a]isoquinolines 15a-g, a regioisomer of the bisindolo[1,2-a]quinolines used as organic single-crystal field-effect transistor. Hydroxymethyl benzotriazole, which is an inexpensive and air stable compound, has been used as a ligand to carry out this onestep conversion of simple, readily available starting materials into an interesting class of heterocyclic compounds.

Novel synthesis of 4,5-diarylphenanthrenes via C2-C6 cyclization of benzannulated enyne-allenes

A new synthetic pathway to the 4,5-diarylphenanthrenes 8 having a helical twist in their structures was developed. The synthetic sequence involves condensation of the diketone 5 with 2 equiv of the lithium acetylides derived from the diacetylenes 4 followed by protonation to produce the propargylic alcohols 6. Reduction of 6 with triethylsilane in the presence of trifluoroacetic acid furnished the tetraacetylenic hydrocarbons 7 in nearly quantitative yields. Treatment of 7 with potassium tertbutoxide under refluxing toluene at 110 °C for up to 10 h then furnished the 4,5-diarylphenanthrenes 8. Apparently, the transformation from 7 to 8 involves initial prototropic isomerizations to form the benzannulated enyne-allenes 9. Two subsequent formal intramolecular Diels-Alder reactions via the biradicals 10 and 12 derived from the C2-C6 cyclizations then led to 13, which in turn underwent tautomerizations to give 8. The structure of 8a was established by the X-ray structure analysis, showing that the two phenyl substituents are bent away from each other and the central aromatic system is severely distorted with a helical twist. The existence of a helical twist in 8 imposed by the aryl groups at the 4- and 5-positions was also revealed with a set of AB 1H NMR signals for the diastereotopic methylene hydrogens on the five-membered rings.