100978-95-8

Upstream product

• 3056-73-3 cinnamanilide 
• 100-39-0 benzyl bromide 
• 621-82-9 Cinnamic acid 
• 758640-21-0 N-Benzylaniline 
• 102-92-1 cinnamoyl chloride 
• 124-38-9 carbon dioxide 
• 74-88-4 methyl iodide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 231289-51-3 1-benzyl-3-phenylquinolin-2(1H)-one 
• 38035-81-3 3-phenyl-1H-quinolin-2-one 
• 697759-12-9 N-benzyl-4-phenyl-1,2,3,4-tetrahydroquinolin-2-one 
• 1417576-34-1 2,5-diphenyl-1,2,4,5-tetrahydrobenzo[c]azepin-3-one 

Relevant academic research and scientific papers

Rh(i)-Catalyzed regioselective arylcarboxylation of acrylamides with arylboronic acids and CO2

The first Rh(i)-catalyzed regioselective arylcarboxylation of electron-deficient acrylamides with arylboronic acids under atmospheric pressure of CO2 has been developed. A range of acrylamides and arylboronic acids were compatible with this reaction under redox-neutral conditions, leading to a series of malonate derivatives that are versatile building blocks in organic syntheses.

Metal-Free Synthesis of 3-Arylquinolin-2-ones from Acrylic Amides via a Highly Regioselective 1,2-Aryl Migration: An Experimental and Computational Study

Combined experimental and theoretical investigations into the phenyliodine bis(trifluoroacetate) (PIFA)-mediated reaction of N-arylcinnamamide to produce 3-arylquinolin-2-one derivatives have been conducted. High regioselectivity during the aryl migration process was observed in 3,3-disubstituted acrylamides. Density functional theory calculation was conducted in an attempt to understand the mechanism and the origin of the regioselectivity. On the basis of both the experimental and the theoretical results, a mechanism involving an oxidative annulation, followed by an aryl migration, has been proposed. The annulation is the regioselectivity determining step.

Silver-catalyzed radical tandem cyclization for the synthesis of 3,4-disubstituted dihydroquinolin-2(1 H)-ones

A silver-catalyzed tandem decarboxylative radical addition/cyclization of N-arylcinnamamides with aliphatic carboxylic acids is reported. This method affords a novel and straightforward route to various 3,4-disubstituted dihydroquinolin-2(1H)-ones in aque

Silver-catalyzed radical tandem cyclization: An approach to direct synthesis of 3-acyl-4-arylquinolin-2(1 H)-ones

A silver-catalyzed efficient and practical synthesis of 3-acyl-4-arylquinolin-2(1H)-ones or 3-acyl-4-aryldihydroquinolin-2(1H)-ones through intermolecular radical addition/cyclization in aqueous solution is reported. This method provides a novel, highly e

PhI(OCOCF3)2-mediated C-C bond formation concomitant with a 1,2-Aryl shift in a metal-free synthesis of 3-arylquinolin-2-ones

The reaction of the readily available N-methyl-N-phenylcinnamamides with phenyliodine bis(trifluoroacetate) (PIFA) in the presence of Lewis acids provides a general and efficient assembly of a variety of 3-arylquinolin-2-one compounds. This novel approach features not only metal-free oxidative C(sp 2)-C(sp2) bond formation but also an exclusive 1,2-aryl migration.