34129-41-4

Upstream product

• 333383-73-6 N-(4-methoxy-phenyl)-4-methyl-N-(3-oxo-propyl)-benzenesulfonamide 
• 402822-76-8 N-allyl-N-p-toluenesulfonyl-2-ethenyl-4-methoxyaniline 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 
• 2475-80-1 methyl 2-amino-5-methoxybenzoate 
• 34159-09-6 N-(2-formyl-4-methoxyphenyl)-4-methylbenzenesulfonamide 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 675578-41-3 N-(2-(hydroxymethyl)-4-methoxyphenyl)-4-methylbenzenesulfonamide 
• 675578-40-2 N-p-toluenesulfonyl-5-methoxyanthranilic acid methyl ester 
• 675578-42-4 N-allyl-N-p-toluenesulfonyl-2-formyl-4-methoxyaniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 1150-26-1 N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide 
• 104-94-9 4-methoxy-aniline 
• 1038502-75-8 6-methoxy-1-tosyl-4-vinyl-1H-benzo[d][1,3]oxazin-2(4H)-one 
• 728005-99-0 N-(4-methoxyphenyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide 

Downstream Products

• 5263-87-6 6-methoxy quinoline 

Relevant academic research and scientific papers

The Au(I)-catalyzed intramolecular hydroarylation of terminal alkynes under mild conditions: Application to the synthesis of 2H-chromenes, coumarins, benzofurans, and dihydroquinolines

(Chemical Equation Presented) Operationally simple Au(I)-catalyzed intramolecular hydroarylation (IMHA) reactions of terminal alkynes that proceed in high yield and under very mild conditions are described. These processes involve low catalyst loadings, mild reaction temperatures, and short reaction times, require no cocatalysts or additives, and allow for the generation of a number of important heterocyclic motifs from readily accessible starting materials.

Decarboxylative cyclizations and cycloadditions of palladium-polarized aza-ortho-xylylenes

Vinyl benzoxazinones undergo decarboxylation in the presence of palladium catalysts to form palladium-polarized aza-ortho-xylylenes, which are versatile reaction intermediates. These palladium-polarized aza-ortho-xylylenes are generated under exceptionall

Development of isomerization and cycloisomerization with use of a ruthenium hydride with N-heterocyclic carbene and its application to the synthesis of heterocycles

A pure ruthenium hydride complex with N-heterocyclic carbene (NHC) ligand was efficiently generated from the reaction of a second-generation Grubbs ruthenium catalyst with vinyloxytrimethylsilane and unambiguously characterized. This ruthenium hydride complex showed high catalytic activity for the selective isomerization of terminal olefin and for the cycloisomerization of 1,6-dienes. These reactions of N-allyl-o-vinylaniline lead to novel synthetic methods for heterocycles such as indoles and 3-methylene-2,3-dihydroindoles, which are useful synthons for bioactive natural products. These procedures address an important issue in diversity-oriented synthesis.

A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): Its application to the synthesis of key intermediates for anti-malarial agents

A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2- dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology.

Selective isomerization of a terminal olefin catalyzed by a ruthenium complex: The synthesis of indoles through ring-closing metathesis

Aruthenium complex, generated from the Grubbs carbene catalyst with vinyloxytrimethylsilane, catalyzed the isomerization of terminal alkenes RCH2-CH=CH2 to internal alkenes RCH=CH-CH3. Application of this olefin isomerization to 2-(N-allylamino)styrene gave the corresponding enamines, which were converted into indoles by a standard ring-closing metathesis, see scheme (Ts = tosyl).

A practical route to quinolines from anilines

A practical route to quinoline from anilines through acid-mediated cyclization of 3-(N-aryl-N-sulfonylamino)propionaldehydes has been developed. Treatment of the cyclization products, dihydroquinoline intermediates with KOH in DMSO leads to substituted quinolines.

Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene-ene metathesis and ene-enol ether metathesis

We describe a novel and convenient method for quinoline synthesis using ring-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether metathesis. We also report the first example of enol silyl ether-ene metathesis to produce cyclic enol silyl ether. Using this method, versatile substituted quinoline derivatives were readily prepared in excellent yield from anthranilic acid derivatives.