292859-76-8

Upstream product

• 74599-23-8 4-methoxy-2'-nitro-chalcone 
• 551-93-9 2-aminoacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 130820-59-6 (E)-1-(2-aminophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 184241-88-1 1-benzo[1,3]dioxol-5-ylmethyl-3-(4-methoxy-benzyl)-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester 
• 292859-74-6 N-benzo[1,3]dioxol-5-ylmethyl-N-{2-[3-(4-methoxy-phenyl)-propionyl]-phenyl}-oxalamic acid ethyl ester 
• 184242-50-0 3-(4-methoxy-benzyl)-4-oxo-1-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester 
• 184242-51-1 1-(6-ethyl-benzo[1,3]dioxol-5-ylmethyl)-3-(4-methoxy-benzyl)-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

A Novel Approach to N-Tf 2-Aryl-2,3-Dihydroquinolin- 4(1H)-ones via a Ligand-Free Pd(II)-Catalyzed Oxidative Aza-Michael Cyclization

2-Aryl-2,3-dihydroquinolin-4(1H)-ones have recently been identified as important structures with potent biological activities such as antitumor and antidiabetic effect. Herein, a total of 25 novel N-Tf 2-aryl-2,3-dihydroquinolin-4(1H)-ones were expediently synthesized via the oxidative aza-Michael cyclization of N-Tf-2′-aminodihydrochalcones by ligand-free palladium(II) catalysis. This study presents a new synthetic approach to yield N-Tf 2-aryl-2,3-dihydroquinolin-4(1H)-ones, which can be easily transformed into pharmacologically interesting aza-flavanones and other N-heterocycles, such as quinolines and tetrahydroquinolines, in yields up to 84 %. This methodology has various advantages, which includes short reaction times under mild conditions and suitable functional group tolerance. Furthermore, a plausible mechanism was proposed and demonstrated by kinetic analysis.

Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies

A new family of phosphine free organometallic ruthenium(II) catalysts (Ru1–Ru4) supported by bidentate NN Schiff base ligands (L1–L4 where L1=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl) aniline, L2=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl)aniline, L3=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl)- aniline and L4=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl) aniline) was prepared and characterized. These half-sandwich complexes acted as catalysts for C?C bond formation and exhibited excellent performance in the dehydrogenative coupling of ketones and amides. In the synthesis of C–C bonds, alcohols were utilized as the alkylating agent. A broad range of substrates, including sterically hindered ketones and alcohols, were well tolerated under the optimized conditions (TON up to 47000 and TOF up to 11750 h?1). This ruthenium (II) catalysts were also active towards the dehydrogenative cyclization of o-amino benzyl alcohol for the formation of quinolines derivatives. Various polysubstituted quinolines were synthesized in moderate to excellent yields (TON up to 71000 and TOF up to 11830 h?1). Control experiments were carried out and the ruthenium hydride intermediate was characterized to support the reaction mechanism and a probable reaction pathway of dehydrogenative coupling for the C?C bond formation has been proposed.

Design, Synthesis, and Biological Assessment of Biased Allosteric Modulation of the Urotensin II Receptor Using Achiral 1,3,4-Benzotriazepin-2-one Turn Mimics

Benzotriazepin-2-ones were designed to mimic the suggested bioactive γ-turn conformation of the Bip-Lys-Tyr tripeptide in Urocontrin ([Bip4]URP), which modulates the urotensin II receptor (UT) and differentiates the effects of the endogenous li

Synthesis of 3-Substituted 2,1-Benzisoxazoles by the Oxidative Cyclization of 2-Aminoacylbenzenes with Oxone

An efficient approach to the synthesis of 2,1-benzisoxazoles through direct construction of the N-O bond by the chemoselective oxidation of 2-aminoacylbenzenes with Oxone is described. This alternative methodology is characterized by its simple and transition-metal-free conditions and good functional group compatibility utilizing Oxone as a green oxidant instead of hypervalent iodine compounds. Moreover, this new procedure simplifies the number of steps compared to the previously reported procedure by circumventing the use of 2-azido-substituted aryl ketones.

Iridium catalysed chemoselective alkylation of 2′-aminoacetophenone with primary benzyl type alcohols under microwave conditions

2′-Aminoacetophenone was chemoselectively alkylated with a range of substituted benzyl, heteroaryl alcohols to afford either the corresponding C- or N- alkylated products in good yield.

1,3-disubstituted-2-carboxyl quinolones: Highly potent and selective endothelin A receptor antagonists

The design, synthesis, and in vitro biological activity of a series of 2-carboxy quinolone antagonists selective for the endothelin A receptor are presented. Introduction of a second acid group in position 3 of the quinolone ring increases dramatically the selectivity for ET(A). (C) 2000 Elsevier Science Ltd. All rights reserved.