59838-69-6

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 933-88-0 ortho-toluoyl chloride 
• 139416-71-0 1-(o-tolyl)prop-2-yn-1-ol 
• 105364-94-1 1-(2'-methylphenyl)-3-(trimethylsilyl)-2-propyn-1-one 

Downstream Products

• 90-15-3 α-naphthol 
• 13261-70-6 2-methylidene-2,3-dihydro-1H-inden-1-one 
• 103576-50-7 7-methylinden-1-one 
• 1411841-00-3 C₂₀H₁₆O₂ 
• 918884-77-2 5-(o-tolyl)isoxazole 
• 1439552-34-7 methyl 5-(4-chlorophenyl)-4-(2-methylbenzoyl)-1H-pyrrole-2-carboxylate 
• 1374776-09-6 C₂₇H₂₄N₂O₂ 

Relevant academic research and scientific papers

Photoinitiated anti-Hydropentafluorosulfanylation of Terminal Alkynes

A photoinitiated anti-hydropentafluorosulfanylation of terminal alkynes using SF5Cl and (TMS)3SiH as the hydrogen atom donor is reported. This transformation generates selectively (Z)-(1-alken-1-yl)pentafluoro-λ6-sulfanes

Multisubstituted pyrazole synthesis via [3?+?2] cycloaddition/rearrangement/N[sbnd]H insertion cascade reaction of α-diazoesters and ynones

The cascade reactions of alkyl α-diazoesters and ynones using Al(OTf)3 as the catalyst are described. A series of 4-substituted pyrazoles were obtained via [3 + 2] cycloaddition, 1,5-ester shift, 1,3-H shift, and N[sbnd]H insertion process. Deuterium labelling experiments, kinetic studies and control experiments were carried out for the rationalization of the mechanism.

Styrene as 4π-Component in Zn(II)-Catalyzed Intermolecular Diels-Alder/Ene Tandem Reaction

A mild Zn-catalyzed intermolecular Diels-Alder/ene tandem reaction with styrene as a 4π-component is reported. A variety of dihydronaphthalene products could be prepared in moderate to good yields. Moreover, a combination of DFT calculations and experiments was performed to further understand the mechanism of this unique tandem reaction.

Direct synthesis of pyrroles via 1,3-dipolar cycloaddition of azomethine ylides with ynones

A direct and facile synthesis of multi-substituted pyrroles via AgOAc-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with ynones is developed, providing the corresponding adducts in moderate to high yields (up to 89%).

Palladacycle-catalyzed reaction of bicyclic alkenes with terminal ynones: Regiospecific synthesis of polysubstituted furans

A new synthetic strategy to access polysubstituted furans regiospecifically has been developed using simple bicyclic alkenes and terminal ynones as starting materials with palladacycles as unique active catalysts. A rational mechanism has also been proposed. This reaction features mild reaction conditions, easily available starting materials and palladacycle catalysts, a wide substrate scope, and high regiospecificity.

Remarkable high-yielding chemical modification of gold nanoparticles using uncatalyzed click-type i ,3-dipolar cycloaddition chemistry and hyperbaric conditions

Azide-terminated alkyl thiolate monolayer-protected gold nanoparticles (1-C,12MPN) with a core size of 1.8 ± 0.2 nm were prepared. 1-C,12MPN was modified in high yields via an uncatalyzed 1,3-dipolar cycloaddition (clicktype reaction) with a variety of terminal acyl alkynes under hyperbaric conditions at 11 000 atm. The resulting 1,2,3-tria- zole modified MPNs (2-C,12MPN) were characterized using 1H NMR spectroscopy and were verified by comparison of the spectra to those obtained for the products of the model reactions of 1-azidododecane with the same alkynes. TEM analysis showed that the high-pressure conditions did not affect the size of the gold core, suggesting that the only effect is to facilitate the chemical reaction on the particles.

Calcium phosphate-vanadate apatite (CPVAP)-catalyzed aerobic oxidation of propargylic alcohols with molecular oxygen

Calcium phosphate-vanadate apatite (CPVAP) works effectively as a catalyst for the aerobic oxidation of propargylic alcohols to the corresponding carbonyl compounds under an atmospheric pressure of molecular oxygen. Moreover, CPVAP can be readily separated by filtration and reused at least 10 times without appreciable loss of the catalytic activity.

The Gas-Flow Thermolysis of 1-Isobutenyl Alkynyl and 2-Methylphenyl Alkynyl Ketones. Synthesis of Methylenomycin B

The gas-flow thermolysis of 1-isobutenyl alkynyl or 2-methyphenyl alkynyl ketones were found to lead to phenols and cyclopentenones or to naphthols and indanones, respectively.These conversions involve two cyclization processes so far unknown with α-alkynones; they are interpreted as intramolecular additions of an allylic or a benzylic C,H bond to a triple bond which may occur in two directions.In addition, the cyclopentenones formed by the α-alkynone cyclization, a known carbene process yielding 5-rings, were also found.The available evidence ruled out a carbene process yielding 6-rings.The addition process yielding 5-rings was applied to a short (but low yield) synthesis of methylenomycin B.