139436-96-7

Upstream product

• 719-59-5 5-chloro-2-aminobenzophenone 
• 673-32-5 1-Phenylprop-1-yne 
• 27032-10-6 4-chlorobenzyl azide 
• 622-95-7 4-chlorobenzyl bromide 
• 201230-82-2 carbon monoxide 
• 139436-93-4 1-(2'-aminophenyl-5'-chlorophenyl)-1-phenylprop-2-en-1-ol 

Downstream Products

• 22609-11-6 6-chloro-2,3-dimethyl-4-phenylquinoline 

Relevant academic research and scientific papers

Copper promoted synthesis of substituted quinolines from benzylic azides and alkynes

A novel copper promoted synthesis of substituted quinolines from various benzylic azides and internal alkynes has been demonstrated. The reaction features a broad substrate scope, high product yields and excellent regioselectivity. In contrast to the known two-step process of acid promoted [4 + 2] cycloaddition reaction and oxidation, the present methodology allows the synthesis of quinolines in a single step under neutral reaction conditions and can be applied to the synthesis of biologically active 6-chloro-2,3-dimethyl-4-phenylquinoline (antiparasitic agent) and 3,4-diphenylquinolin-2(1H)-one (p38αMAP kinase inhibitor). A plausible reaction mechanism involves rearrangement of benzylic azide to N-arylimine (Schmidt reaction) followed by intermolecular [4 + 2] cycloaddition with internal alkynes.

The Stereochemistry of Organometallic Compounds. XXXV. Hydroformylation of ortho-Propenylanilines and ortho-Propenylphenols: a New Route to 4,5-Dihydro-3H-1-benzazepines

Rhodium-catalyzed hydroformylation of readily available ortho-propenylanilines gives 4,5-dihydro-3H-1-benzazepines together with small amounts of substituted 3-methylquinolines (15percent).The regioselectivity of these reactions and the hydroformylation of related ortho-propenylphenols are discussed.