17665-76-8

Upstream product

• 70-11-1 α-bromoacetophenone 
• 728-87-0 4,4'-Dimethoxybenzhydrol 
• 4356-69-8 1,1-bis-(4-methoxyphenyl)ethylene 
• 563-43-9 ethylaluminum dichloride 
• 98-88-4 benzoyl chloride 
• 536-74-3 phenylacetylene 
• 571-57-3 4-bromo-1-naphthol 
• 548796-81-2 1,1-di(p-methoxyphenyl)-3-phenylpropargyl alcohol 
• 98-86-2 acetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 696-62-8 para-iodoanisole 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 93-55-0 1-phenyl-propan-1-one 

Relevant academic research and scientific papers

2,2,4,6-Tetraaryl-2H-benzo[h]chromenes: The influence of electronic communication between aryl substituents on their photochromism

A series of photochromic 2,2,4,6-tetraaryl-2H-benzo[h]chromenes have been efficiently synthesised by two complementary strategies employing the condensation of 1,1,3-triarylprop-2-yn-1-ols with 4-substituted 1-naphthols and Suzuki cross-coupling chemistry

Acylation of Alkenes with the Aid of AlCl3 and 2,6-Dibromopyridine

Friedel-Crafts-type acylation of alkenes with acyl chlorides has been successfully conducted with a wide substrate scope by the combined use of AlCl3 and 2,6-dibromopyridine. Trisubstituted alkenes afford allylketones or vinylketones depending on the presence or absence of hydrogen atom(s) at the β-position to the acylation site, while monosubstituted alkenes exclusively afford vinylketones.

Synthesis of arylated chalcone derivatives via palladium cross-coupling reactions

A useful protocol for arylation of the olefin double bond of chalcones to afford tri- and tetra-substituted chalcone derivatives is reported. The protocol begins with the Heck reaction between chalcones and aryl iodides providing β-arylchalcones. This reaction tolerates various functional groups on both rings, as well as deactivated aryl iodides. The products are obtained in moderate to excellent yields and the (E)-β-arylchalcones (E:Z > 96:4) can be isolated via precipitation. Competitive Heck reactions pointed to a significant effect of ring one substituents on the reaction rate, while substituents on ring two have a much smaller effect. To access α,β-diarylchalcones, a sequential bromination-Suzuki cross coupling strategy was applied to the β-arylated compounds which afforded double arylated chalcone derivatives in 60–99% yield over two steps.

Polystyrene resin supported palladium(0) (Pd@PR) nanocomposite catalyzed synthesis of β-aryl and β,β-diaryl unsaturated scaffolds following tandem approaches

A one pot general tandem procedure is described for β-aryl and β,β-diaryl alkenes synthesis following an alternative to the classical approaches by using aryl aldehyde as one of the starting materials. The developed polystyrene resin supported palladium(0) (Pd@PR) nanocomposite has been applied in an unprecedented sequential condensation-decarboxylation-Heck (CDH) and condensation-Heck (CH) strategies to generate the substituted alkenes (C6(C6)CC-C, C6-CC-C6, and C6(C6)CC-CO-C6 units) under ligand, and additive free milder basic reaction conditions. The added momentous benefit over the classical methodologies is in terms of its multi-component approach to achieve the desired products without tedious step wise purifications. This journal is

Palladium-catalyzed dehydrogenative β-arylation of simple saturated carbonyls by aryl halides

(Chemical Equation Presented) A versatile palladium-catalyzed synthesis of highly substituted α,β-unsaturated carbonyl compounds has been developed. In contrast to the known Heck-type coupling reaction of unsaturated carbonyl compounds with aryl halides, the present methodology allows the use of stable and readily available saturated carbonyl compounds as the alkene source. In addition, the reaction proceeds well with low catalyst loadings and does not require any expensive metal oxidants or ligands. A variety of saturated aldehydes, ketones, and esters are compatible for the reaction with aryl halides under the developed reaction conditions to afford α,β-unsaturated carbonyl compounds in good to excellent yields. A possible reaction mechanism involves a palladium-catalyzed dehydrogenation followed by Heck-type cross couplings.

The influence of a 1,1-diarylvinyl moiety on the photochromism of naphthopyrans

1,1,3-Triarylpent-4-en-1-yn-3-ols, efficiently obtained in two steps from 1,1,3-triarylprop-2-yn-1-ols by a Meyer-Schuster rearrangement and subsequent addition of lithium trimethylsilylacetylide, react with either a 1- or 2- naphthol to afford photochrom

Oxidation of Alkenes and Sulphides with a Series of Hydroperoxides having Electron-withdrawing Substituents at the α-Position

The oxidations of alkenes and sulphides with a series of hydroperoxides, α-hydroperoxy-α-methoxyacetophenone (1), α-hydroperoxy-α,α-diphenylacetophenone (2), methyl α-hydroperoxy-α,α-diphenylacetate (3), and α-hydroperoxy-α,α-diphenylacetonitrile (4), were undertaken in a systematic fashion.The data revealed the following. (a) The reactions of electron-rich alkenes (11a and b) with hydroperoxides (1)-(4) are most likely to proceed by a mechanism similar to that with peracids, as do the oxidations of sulphides (5a-e). (b) For the reaction of less reactive alkenes (11f-k) with hydroperoxide (1) in the presence of oxygen, epoxidation by benzoylperoxyl radical contributes to a significantextent.The reaction with hydroperoxide (2) at 60 deg C also seems to proceed by a mechanism involving benzoylperoxyl radical, whereas a molecular epoxidation mechanism is important for the reaction at 30 deg C.Perhaps in accord with this, the reaction of 1,1-disubstituted ethylenes (11c-e) with hydroperoxides (1) and (2) results in the formation of considerable amounts of benzoylated products (13) and (14). (c) For the epoxidation with hydroperoxides (3) and (4), however, a molecular epoxidation process seems to predominate.The exception is the reaction of hydroperoxide (3) with (Z)-2-phenylbut-2-ene and (Z)-stilbene, having very poor reactivity, in which a peroxyl radical, produced by hydrogen abstraction from the hydroperoxide (3), plays an important role in the epoxidation.