113449-33-5

Upstream product

• 7270-47-5 4-chlorophenylmagnesium iodide 
• 4688-76-0 2-Biphenylboronic acid 
• 122-01-0 4-chloro-benzoyl chloride 
• 873-73-4 4-n-chlorophenylacetylene 
• 2928-43-0 2-biphenylmethanol 
• 947-84-2 2-Biphenylcarboxylic acid 
• 92433-53-9 N-(2-(4-chlorobenzoyl)phenyl)acetamide 
• 104-88-1 4-chlorobenzaldehyde 
• 103-84-4 Acetanilid 
• 1203-68-5 2-Phenylbenzaldehyde 
• 113769-85-0 α-(4'-chlorophenyl)biphenyl-2-methanol 

Downstream Products

• 113769-86-1 1-(biphenyl-2'-yl)-1-(4-chlorophenyl)but-3-en-1-ol 
• 98351-80-5 6-(4′-chlorophenyl)phenanthridine 
• 37842-69-6 9-(4'-chlorophenyl)phenanthrene 

Relevant academic research and scientific papers

Divergent Synthesis of Highly Substituted Pyridines and Benzenes from Dienals, Alkynes, and Sulfonyl Azides

Divergent synthesis is extremely important for the highly efficient preparation of structurally diverse target molecules. Herein, we describe a multicomponent cascade reaction, which allows access to highly substituted pyridines and benzenes by combining four individual steps in a one-pot manner from the same set of readily available starting materials. The azepine intermediates were first used as the precursors for 6π-electrocyclization to construct highly substituted pyridines and benzenes in a tunable manner.

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.

Metal-free nitrogenation of 2-acetylbiphenyls: Expeditious synthesis of phenanthridines

An intermolecular nitrogenation reaction toward the synthesis of phenanthridines has been developed. This metal-free protocol provides a novel nitrogen-incorporation transformation using azides as the nitrogen source. Phenanthridines, which are of great interest in pharmaceutical and medicinal chemistry, are synthesized efficiently in one step. Moreover, the byproducts derived from the Schmidt reaction are inhibited, which further demonstrated the high chemoselectivity of this transformation.

Dual role of acetanilides: Traceless removal of a directing group through deacetylation/diazotation and palladium-catalyzed C-C-coupling reactions

The acetamide group enables regioselective oxidative ortho-C-H activation reactions, such as Pd-catalyzed acylation. The synthetic utility of these transformations can be significantly enhanced by using the acetamide as a quasi-leaving group in a subsequent conventional Pd-catalyzed coupling or cross-coupling reaction. The concept is illustrated herein for the synthesis of o-alkenyl- and o-arylphenones, which have potential for the synthesis of arylated aromatic heterocycles.

Synthesis of 4-(4'-Chlorophenyl)-5-phenyl-1,2-dihydronaphthalene

BF3-catalysed cyclization reactions of 1-(biphenyl-2'-yl)-1-(4"-chlorophenyl)but-3-en-1-ol yielded none of the desired title compound but only 9-(4'-chlorophenyl)-10-ethylphenanthrene and 9-allyl-9-(4'-chlorophenyl)fluorene by alternative cyclization path