190437-73-1

Upstream product

• 5396-94-1 (E)-2-(4-bromostyryl)quinoline 
• 98-80-6 phenylboronic acid 
• 91-63-4 2-methylquinoline 
• 3597-91-9 biphenyl-4-yl methanol 
• 3218-36-8 4-Phenylbenzaldehyde 

Relevant academic research and scientific papers

Metal-Free Synthesis of Alkenylazaarenes and 2-Aminoquinolines through Base-Mediated Aerobic Oxidative Dehydrogenation of Benzyl Alcohols

A metal-free, base-mediated, and atom-efficient oxidative dehydrogenative coupling of substituted phenylmethanols (benzyl alcohols) with methyl azaarenes or phenylacetonitriles to afford substituted alkenylazaarenes or 2-aminoquinolines, respectively is described. CsOH.H2O was discovered to be the base of choice for obtaining optimal yields of the title compounds, although the reaction could proceed with KOH as well. The protocol that works efficiently in the presence of air is amenable over broad range of substrates.

Iron/TEMPO-catalyzed direct aerobic oxidative coupling of methyl-mubstituted N-heteroazaarenes with alcohols

A novel direct oxidative coupling of methyl-substituted N-heteroazaarenes with alcohols has been developed to construct olefins under mild condition. The reaction is catalyzed by Fe(NO3)3·9H2O/TEMPO with oxygen as terminal oxidant. A variety of E-disubstituted olefins bearing diverse functional groups could be obtained selectively in moderate to excellent yields. The reaction is environmentally friendly and ligand-free.

MnO2 mediated sequential oxidation/olefination of alkyl-substituted heteroarenes with alcohols

A practical and efficient ligand-free MnO2 mediated sequential oxidation and olefination has been developed for the facile synthesis of a broad range of unsaturated N-heteroazaarenes from simple alkyl-substituted heteroarenes and alcohols. The procedure tolerates a series of functional groups, such as methoxyl, chloro, bromo, iodo, vinyl, phenolic and hetero groups, providing the olefination products in moderate to good yields.The protocol could be conducted at mild conditions and used environmentally friendly air as the clear oxidant.

Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols

Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20:1. Hydrogen and water are generated as byproducts and quantitative determination of H2 was performed.

Manganese-Catalyzed Dehydrogenative Alkylation or α-Olefination of Alkyl-Substituted N-Heteroarenes with Alcohols

Catalysis with earth-abundant transition metals is an option to help save our rare noble-metal resources and is especially interesting when novel reactivity or selectivity patterns are observed. We report here on a novel reaction, namely the dehydrogenative alkylation or α-olefination of alkyl-substituted N-heteroarenes with alcohols. Manganese complexes developed in our laboratory catalyze the reaction with high efficiency whereas iron and cobalt complexes stabilized by the same ligands are essentially inactive. Hydrogen is liberated during the reaction, and bromine and iodine functional groups as well as olefins are tolerated. A variety of alkyl-substituted N-heteroarenes can be functionalized, and benzylic and aliphatic alcohols undergo the reaction.

A trans-substituted olefin preparation method (by machine translation)

This invention relates to a trans-substituted olefin preparation method, which belongs to the technical field of organic chemical synthesis. The method adopts the simple alcohol and methyl nitrogen-containing heterocyclic as the starting material, by transition metal-catalyzed alkene base reaction, to obtain trans-substituted olefin compound. The reaction raw material, catalyst and additives is cheap, simple synthesis technology, greatly reduces the cost of synthesizing; mild reaction conditions, high yield, easy industrialization; the reaction of raw materials and catalyst cleaning toxic, small pollution to the environment. The trans-substituted olefin compound and its derivatives as an important fine chemicals, in the medical, agricultural chemicals, perfume and photoelectric and other industries have wide application. (by machine translation)

Direct alkenylation of alkylazaarenes with aldehydes through C(sp3)-H functionalization under catalytic InCl3 activation

Under the influence of InCl3 as a Lewis acid catalyst, a methodology on the C(sp3)-H functionalization of alkylazaarenes has been demonstrated through the activation of benzylic C-H bonds towards their addition reaction with the appropriate electrophiles. This methodology was chiefly applied in the direct alkenylation of primary and secondary benzylic C-H bonds of alkylazaarenes with aldehydes. A variety of alkenyl products were afforded in generally good yields including the starting alkenyl intermediate used in the synthesis of montelukast and other related molecules.

Cobalt-catalyzed direct alkenylation of 2-methylquinolines with aldehydes via C(sp3)-H functionalization in water

The direct C(sp3)-H alkenylation of 2-methylquinolines with aldehydes as a simple methodology to afford 2-alkenylated quinolines is reported. In the presence of catalytic CoCl2 in water, the economically and ecologically sound transformation is proposed to proceed via the direct benzylic addition to the aldehyde followed by an elimination step to provide 2-alkenylated quinolines in good to excellent yield of up to 95%. Georg Thieme Verlag Stuttgart New York.

Synthesis and photophysical properties of novel fluorescent quinoline-based aryl substituted styryl systems

Synthesis of (E)-2-(4-bromostyryl)quinoline has been easily achieved by an acid catalysed condensation of 2-methylquinoline with 4-bromobenzaldehyde. Various boronic acid derivatives reacted with (E)-2-(4-bromostyryl)quinoline to afford a series of novel