21863-25-2

Upstream product

• 75-30-9 2-iodo-propane 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 67-64-1 acetone 
• 768-52-5 N-Isopropylaniline 
• 504-63-2 trimethyleneglycol 
• 91-22-5 quinoline 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 179406-88-3 1-isopropyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde 

Relevant academic research and scientific papers

Copper-Catalyzed Three-Component Alkene Carbofunctionalization: C-N, C-O, and C-C Bond Formation from a Single Reaction Platform

A general system achieving three-component intermolecular carbofunctionalization of alkenes is presented, including carboetherification, carboesterification, carboarylation, and carboamination. The scope of the reaction is presented with respect to the carbon electrophile, the olefin, and the nucleophile. Furthermore, the synthesis of δ-lactams via a carboamination reaction is demonstrated in a telescoped three-step protocol.

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant

Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is

Squarylium compound

PROBLEM TO BE SOLVED: To provide a squarylium compound which is excellent in solubility in an organic solvent and is capable of selectively absorbing light in a red to near-infrared region while transmitting light in a visible light region at a high transmittance when forming a resin cured product. SOLUTION: The squarylium compound is represented by formula (1) (R1 and R6 are each independently a substituted/unsubstituted C3 or higher branched alkyl group; R2 and R7 are each independently a substituted/unsubstituted C5 or higher linear alkyl group; R3, R4, R8 and R9 are each independently H, an organic group or a polar functional group; and ring A and ring B are each independently a substituted/unsubstituted five- or more-membered nitrogen-containing heterocyclic ring). SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2019,JPOandINPIT

Iridium-Catalyzed Direct Cyclization of Aromatic Amines with Diols

We developed an environmentally friendly iridium-catalyzed direct cyclization of aromatic amines with diols that generates the corresponding N-heterocyclic compounds with water as the sole by-product. Thus, under conditions of 165 °C for 18 hours, the direct cyclization of N -methylanilines with 1,3-propanediol by using an IrCl 3 catalyst with rac -BINAP as a ligand in mesitylene afforded the corresponding tetrahydroquinoline derivatives with yields ranging from 73 to 83%. Under similar reaction conditions, direct cyclization of anilines with 1,3-propanediol produced the corresponding tetrahydrobenzoquinolizine derivatives with yields ranging from 26 to 76%.

An efficient one pot transfer hydrogenation and N-alkylation of quinolines with alcohols mediated by Pd/C/Zn

A Pd/C/Zn mixture with alcohols has been revealed to be an efficient transfer hydrogenation system to quinolines. Furthermore, the metals mixture is able to activate alcohols as N-alkylating agents in a hydrogen autotransfer process. 1,2,3,4-Tetrahydroquinolines and N-alkylated tetrahydroquinolines from quinolines have been obtained with excellent yields in one step.

Regio- and chemoselective transfer hydrogenation of quinolines catalyzed by a Cp*Ir complex

An efficient method for the transfer hydrogenation of quinolines catalyzed by a Cp*Ir complex was developed. A variety of 1,2,3,4-tetrahydroquinolines were obtained by regio- and chemoselective transfer hydrogenation of quinolines using 2-propanol as a hydrogen source.

Mono-or polyenic carboxylic acid derivatives

Compounds of the formula STR1 and compounds of the formula STR2 or their salts have the potent ability to bind to retinoic acid receptors thus useful in treating psoriasis and rheumatoid arthritis.

Syntheses and structure-activity relationships of novel retinoid X receptor agonists

As part of our studies to develop novel retinoids with increased affinity and selectivity for the retinoid X receptor (RXR) subfamily, we have designed and synthesized a series of (E,E,E)-7-(1,2,3,4-tetrahydroquinolin- 6-yl)-7-alkyl-6-fluoro-3-methylhepta-2,4,6-trienoic acid derivatives. These tetrahydroquinolines, generated by introducing a polar N atom into the hydrophobic part of the retinoid skeleton, showed high binding affinity to RXRs. Addition of fluorine at the 6-position of the 2,4,6-trienoic acid moiety afforded compounds which elicit potent and selective transactivation of the RXRs. Compound 14b (ER-35794), which possesses an ethyl substituent at the 7-position and fluorine at the 6-position of the triene moiety, is one of the most potent and selective RXR agonists reported to date.