65341-60-8

Upstream product

• 40173-90-8 3,4-dimethoxyphenethyl bromide 
• 62-53-3 aniline 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 98-80-6 phenylboronic acid 
• 591-50-4 iodobenzene 
• 66003-76-7 Diphenyliodonium triflate 
• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 7417-21-2 2-(3,4-dimethoxyphenyl)ethyl alcohol 
• 6380-23-0 3,4-dimethoxystyrene 
• 65341-59-5 3,4-Dimethoxyphenylessigsaeure-monophenylamid 

Downstream Products

• 724438-18-0 chloro-acetic acid-[N-(3,4-dimethoxy-phenethyl)-anilide] 
• 1504-15-0 3-(3,4-dimethoxyphenyl)-1H-indole 
• 96719-37-8 1-(2-Chloro-phenyl)-6,7-dimethoxy-2-phenyl-3,4-dihydro-isoquinolinium; iodide 
• 96719-38-9 1-(2-Fluoro-phenyl)-6,7-dimethoxy-2-phenyl-3,4-dihydro-isoquinolinium; iodide 
• 96719-69-6 1-(2-Chloro-phenyl)-6,7-dimethoxy-2-phenyl-1,2,3,4-tetrahydro-isoquinoline 
• 96719-70-9 1-(2-Fluoro-phenyl)-6,7-dimethoxy-2-phenyl-1,2,3,4-tetrahydro-isoquinoline 
• 96719-04-9 2-Chloro-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-N-phenyl-benzamide 
• 96719-05-0 N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-fluoro-N-phenyl-benzamide 
• 94165-07-8 1-(3,4-dimethoxyphenethyl)indolin-2-one 
• 855835-89-1 1-(3,4-dihydroxy-phenethyl)-indolin-2-one 

Relevant academic research and scientific papers

Fe-Catalyzed Pictet-Spengler-Type Cyclization via Selective Four-Electron Reductive Functionalization of CO2

Herein, we describe a novel catalytic Pictet-Spengler-type cyclization using CO2 as a nontoxic and sustainable C1 feedstock with environmentally benign and non-precious-metal iron as catalyst. The reaction is achieved by selective four-electron reduction of CO2 into methylene level intermediate through carefully tuning the reaction parameters. A variety of tetrahydro-β-carbolines and other nitrogen-containing heterocycles can be easily obtained under mild conditions. Mechanistic studies have shown that tetrahydro-β-carbolines are probably obtained via spiroindolenine intermediates.

Muscarinic agonist, (±)-quinuclidin-3-yl-(4-fluorophenethyl)(phenyl)carbamate: High affinity, but low subtype selectivity for human M1 – M5 muscarinic acetylcholine receptors

Novel quinuclidinyl N-phenylcarbamate analogs were synthesized, and binding affinities at M1-M5 muscarinic acetylcholine receptor (mAChR) subtypes were determined using Chinese hamster ovary (CHO) cell membranes stably expressing one

Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions

A transition metal-free N-arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N-alkyl anilines. The methodology is unprecedented among metal-free methods in terms of amine scope, the ability to transfer both electron-withdrawing and electron-donating aryl groups, and efficient use of resources, as excess substrate or reagents are not required.

Ruthenium-catalyzed /V-alkylation of amines and sulfonamides using borrowing hydrogen methodology

The alkylation of amines by alcohols has been achieved using 0.5 mol percent [Ru(p-cymene)CI2]2 with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the syntheses of Piribedil, Tripelennamine, and Chlorpheniramine. A/-Heterocyclization reactions of primary amines are reported, as well as alkylation reactions of primary sulfonamides. Secondary alcohols requiremore forcing conditions than primary alcohols but are still effective a lkylating agents in the presence of this catalyst.

Ruthenium catalysed N-alkylation of amines with alcohols

The conversion of primary amines into secondary amines has been achieved using alcohols as the alkylating agent, catalysed by [Ru(p-cymene)Cl 2]2 and a bidentate phosphine ligand. The Royal Society of Chemistry.

Ligand- and Base-Free Copper(II)-Catalyzed C-N Bond Formation: Cross-Coupling Reactions of Organoboron Compounds with Aliphatic Amines and Anilines

(Equation presented) A ligandless and base-free Cu-catalyzed protocol for the cross-coupling of arylboronic acids and potassium aryltrifluoroborate salts with primary and secondary aliphatic amines and anilines is described. The process utilizes catalytic copper(II) acetate monohydrate and 4 A molecular sieves in dichloromethane at slightly elevated temperatures under an atmosphere of oxygen. A broad range of functional groups are tolerated on both of the cross-coupling partners.

Amination of aromatic olefins with anilines: A new domino synthesis of quinolines

A new catalytic amination of aromatic olefins with anilines is presented. In a domino reaction, substituted quinoline derivatives are obtained in the presence of cationic rhodium complexes, such as [Rh(cod)2]BF4, and PPh3. Ethylbenzene is formed as a by-product in this new oxidative reaction. The first transition metal catalyzed anti-Markovnikov hydroamination of styrene with anilines occurs as a side reaction. Mechanistic investigations strongly support the regioselective oxidative amination of styrene as the key reaction step.

THE REACTION OF 1-ALKYLDIHYDROISOQUINOLINES WITH BENZYNE. AN UNEXPECTED ENTRY TO DIBENZINDOLIZINES.

The reaction of 1-ethylidene-2-formyl-1,2,3,4-tetrahydroisoquinolines 4a and 4b, or 1-ethyl-3,4-dihydroisoquinolines 3a and 3b, with benzyne led, by a formal 3+2 cycloaddition, to dibenzindolizines 5a and 5b, respectively.Compound 5b was also synthesized

Antiimplantation Agents: Part II - 1,2-Diaryl-1,2,3,4-tetrahydroisoquinolines

1,2-Diaryl-3,4-dihydroisoquinolinium derivatives (5) have been synthesised from N-aryl-N-aroyl-β-phenethylamines (4) and found to exhibit no antiimplantation activity in the rat whereas many of the corresponding tetrahydroisoquinolines (6) are active.Structure-activity relationships have also been studied. 1-(p-Fluorophenyl)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroisoquinoline (6u) and its nor derivative (6v) are very potent, while the ortho (6g) and the meta (6n) fluoro analogues as well as the des-fluoro derivative (6d) are quite active.Extensive biological tests have been carried out on 6g.The enantiomers (+)-6p*HCl and (-)-6q*HCl of 6n have similar activity profiles as that of 6n showing no separation of antiimplantation and estrogenic properties.Diastereomeric 2-(2-methyl-2-phenethyl)-1-phenyl-1,2,3,4-tetrahydroisoquinolines (13a and 13b) show similar properties, while the tetracyclic derivative 19 is inactive. 2-Phenoxyethyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline (26) shows moderate activity, but 1-(β-phenethyl)-2-phenyl-1,2,3,4-tetrahydroisoquinoline 29 is inactive.