25308-72-9

Upstream product

• 1666-96-2 3-phenylquinoline 
• 22615-00-5 3-bromoquinoline N-oxide 
• 98-80-6 phenylboronic acid 
• 7534-40-9 2-phenylallyl acetate 
• 586-96-9 Nitrosobenzene 
• 19585-90-1 3-phenyl-quinoline-2,4-dicarboxylic acid 

Downstream Products

• 38035-81-3 3-phenyl-quinolin-2-ol 
• 25308-73-0 4-phenyl-benzo[d][1,3]oxazepine 
• 6319-32-0 4-chloro-3-phenylquinoline 
• 2859-30-5 2-chloro-3-phenyl-quinoline 

Relevant academic research and scientific papers

Cobalt-Catalyzed C8-Dienylation of Quinoline-N-Oxides

An efficient Cp*CoIII-catalyzed C8-dienylation of quinoline-N-oxides was achieved by employing allenes bearing leaving groups at the α-position as the dienylating agents. The reaction proceeds by CoIII-catalyzed C?H activation of qui

Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions

A regioselective cyanation of heteroaromatic N-oxides with trimethylsilyl cyanide has been developed to obtain 2-substituted N-heteroaromatic nitrile without the requirement of any external activator-, metal-, base-, and solvent. The present protocol is a straightforward, one-pot heteroaromatic C?H cyanation process, and proceeds smoothly in conventional heating but also under microwave irradiation with shorter reaction times. This approach now allows access to a broad class of quinoline N-oxides and other heteroarene N-oxides with high to good yields and can also be scaled up to obtain gram quantities. Further application of this process was observed and utilized in late-stage cyanation of the anti-malarial drug quinine as well as transformation of the 2-cyanoazines to a series of biologically important molecules. Based on the experimental observations, a plausible mechanism has also been proposed highlighting the dual role of trimethylsilyl cyanide as a nitrile source and as an activating agent. (Figure presented.).

An efficient Pd(II)-(2-aminonicotinaldehyde) complex as complementary catalyst for the Suzuki-Miyaura coupling in water

An efficient new Pd(II)-(2-aminonicotinaldehyde)-catalyzed Suzuki-Miyaura coupling of the aryl halides (Br, Cl and I) and organoboronic acids at moderate temperature in water is described. Low catalyst loading, easy accessibility, being an air-stable catalyst, functional group compatibility, and water as the reaction medium are some of the key features of this synthetic method. This protocol is also applicable for gram scale.

Copper-Mediated [3+2] Annulation of 3-N-Hydroxyallylamines with Nitrosoarenes

Cu-mediated annulations of N-hydroxyallylamines with nitrosoarenes proceed through unprecedented formal [3+2] cycloadditions of N-hydroxyaminoallyl radicals with nitrosoarenes. Our mechanistic analysis opposes a 5-endo-trig cyclization involved in the final ring-closure step. To manifest the reaction utility, chemical elaborations of resulting isoxazolidinyl products into 2- or 3-substituted quinoline N-oxides and acyclic 1,3-diamino-2-ols are also described. Radical initiative! Cu-mediated annulations of N-hydroxyallylamines with nitrosoarenes proceed through unprecedented formal [3+2] cycloaddition reactions (see scheme). To manifest the reaction utility, chemical elaborations of resulting isoxazolidinyl products into 2- or 3-substituted quinoline N-oxides and acyclic 1,3-diamino-2-ols have been described.

Synthesis of 4-Aryl-2-aminopyridine derivatives and related compounds

A short, efficient, and high-yielding synthesis of 4-aryl-2-aminopyridine derivatives has been developed. The route employs two palladium-catalyzed processes, the Suzuki reaction and the Buchwald-Hartwig amination, as the key steps. The same approach has