105376-41-8

Upstream product

• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 50385-24-5 2-(o-nitrostyryl)pyridine 
• 201230-82-2 carbon monoxide 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 1121-60-4 pyridine-2-carbaldehyde 
• 100-69-6 2-vinylpyridine 
• 615-36-1 2-bromoaniline 
• 5344-90-1 2-Aminobenzyl alcohol 
• 38700-15-1 triphenyl-(2-pyridylmethyl)phosphonium chloride 
• 552-89-6 2-nitro-benzaldehyde 
• 109-06-8 α-picoline 

Relevant academic research and scientific papers

Divergent Syntheses of Indoles and Quinolines Involving N1-C2-C3 Bond Formation through Two Distinct Pd Catalyses

Pd-catalyzed annulative couplings of 2-alkenylanilines with aldehydes using alcohols as both the solvent and hydrogen source have been developed. These domino processes allow divergent syntheses of two significant N-heterocycles, indoles and quinolines, from the same substrate by tuning reaction parameters, which seems to invoke two distinct mechanisms. The nature of the ligand and alcoholic solvent had a profound influence on the selectivity and efficiency of these protocols. Particularly noteworthy is that indole formation was achieved by overcoming two significant challenges, regioselective hydropalladation of alkenes and subsequent reactions between the resulting Csp3-Pd species and less reactive imines.

Structural development of tetrachlorophthalimides as liver X receptor β (LXRβ)-selective agonists with improved aqueous solubility

LXRβ-selective agonists are promising candidates to improve atherosclerosis without increasing plasma or hepatic TG levels. We have reported a series of tetrachlorophthalimide analogs as an LXRβ-selective agonist. However, they exhibited poor aqueous solubility probably due to its high hydrophobicity and highly rigid and plane structure. In this report, we present further structural development of tetrachloro(styrylphenyl)phthalimides as the LXRβ-selective agonists with improved aqueous solubility.

Direct Wittig Olefination of Alcohols

A base-promoted transition metal-free approach to substituted alkenes using alcohols under aerobic conditions using air as the inexpensive and clean oxidant is described. Aldehydes are relatively difficult to handle compared to corresponding alcohols due to their volatility and penchant to polymerize and autoxidize. Wittig ylides are easily oxidized to aldehydes and consequently form homo-olefination products. By the strategy of simultaneously in situ generation of ylides and aldehydes, for the first time, alcohols are directly transferred to olefins with no need of prepreparation of either aldehydes or ylides. Thus, the di/monocontrollable olefination of diols is accomplished. This synthetically practical method has been applied in the gram-scale synthesis of pharmaceuticals, such as DMU-212 and resveratrol from alcohols.

Iron-Catalyzed Intramolecular C(sp2)-H Amination

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular C-H amination of α-azidobiaryls and (azidoaryl)alkenes into the corresponding carbazoles and indoles, respectively, under mild conditions and with low catalyst loadings. These features and the broad functional-group tolerance render this method a particularly attractive alternative to established noble-metal-based procedures.

Silver(I)-mediated C-H amination of 2-alkenylanilines: Unique solvent-dependent migratory aptitude

A highly effective silver(I)-mediated C-H amination of 2-alkenylanilines has been developed to afford a diverse range of substituted indoles. High functional group tolerance, broad substrate scope, simple/fast/high-yielding reaction, and recovery/reuse of the inexpensive silver oxidant are noteworthy. Furthermore, an uncommon migratory process of β-monosubstituted 2-alkenylanilines with solvent-dependence was demonstrated.

Aminostilbazole derivative and medicine

The invention relates to an aminostilbazole derivative of the following formula or a hydrate thereof, and a salt thereof. STR1 wherein R1 and R2 each represents hydrogen etc.; R3, R4, R13, and R14 each represents hydrogen, C1-3 acyl, halogen, hydroxy etc.; R5 represents hydrogen or hydroxy-substituted C1-3 alkyl etc.; R6 represents benzenesulfonyl substituted by C1-3 alkoxy etc.; ring Y represents phenyl etc.; ring Z represents 4-pyridyl, its oxide etc. The compound is useful or the treatment of various malignant tumors.

Deoxygenation Reactions of ortho-Nitrostyrenes with Carbon Monoxide Catalysed by Metal Carbonyls: a New Route to Indoles

The metal carbonyls Fe(CO)5, Ru3(CO)12, and Rh6(CO)16 are catalysts for the deoxygenation of ortho-nitrostyrenes under carbon monoxide pressure to give indole derivatives; the crystal structure of a non-catalytically active rhodium complex obtained during the synthesis of (5e) is reported.