91962-71-9

Upstream product

• 1192-62-7 1-(2-furyl)-1-ethanone 
• 100-58-3 phenylmagnesium bromide 
• 110-00-9 furan 
• 98-86-2 acetophenone 
• 108-86-1 bromobenzene 

Downstream Products

• 50768-25-7 6-hydroxy-2-methyl-2-phenyl-2H-pyran-3(6H)-one 
• 95970-48-2 2-methyl-phenyl-2H-pyran-3,6-dione 
• 95970-46-0 5-methylphenylmethylene-2(5H)-furanone 
• 95970-45-9 5-methylphenylmethylene-2(5H)-furanone 
• 98-86-2 acetophenone 
• 75488-41-4 1-(2-furyl)-1-phenylethylene 
• 1343477-43-9 2,2,2-trifluoro-1-[2-phenyl-5-(thiophen-2-yl)-2,3-dihydro-2,2'-bifuran-4-yl]ethanone 
• 1343477-44-0 1-(2,5-diphenyl-2,3-dihydro-2,2'-bifuran-4-yl)-2,2,2-trifluoroethanone 
• 60906-12-9 3-(1-phenyl-ethyl)-pyridazine 

Relevant academic research and scientific papers

Isomerization of Propargyl Ethers of 2-Hydroxyoxiranes to Furan Derivatives on Silver Catalysts

Abstract: It was shown that propargyl ethers of 2-hydroxyoxiranes in the presence of asilver salt of a molybdenum heteropoly acid as a catalyst leads to the formationof furan derivatives with a yield of up to 62.3% and highregioselectivity. [Figure not available: see fulltext.]

Manganese=Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2

Oxidation reactions have been extensively studied in the context of the transformations of biomass=derived furans. However, in contrast to the vast literature on utilizing the stoichiometric oxidants, such as m=CPBA and NBS, catalytic methods for the oxidative furan=recyclizations remain scarcely investigated. Given this, we report a means of manganese=catalyzed oxidations of furan with low loading, achieving the Achmatowicz rearrangement in the presence of hydrogen peroxide as an environmentally benign oxidant under mild conditions with wide functional group compatibility.

Catalytic Enantioselective Addition of Aryl Grignard Reagents to Ketones

We report a catalytic system for the challenging enantioselective addition of aryl Grignard reagents to ketones. Using a simple, one-pot procedure under mild conditions, a wide range of aromatic ketones are converted into diaryl alcohols in good yields and with good enantioselectivities. The catalytic enantioselective addition of aryl Grignard reagents to ketones is now possible. Using a readily available Ar-BINMOL ligand and titanium(IV) isopropoxide in a simple, one-pot procedure under mild conditions, a wide range of aromatic ketones are converted into diaryl alcohols in good yields and with good enantioselectivities.

Synthesis of dihydrofurans containing trifluoromethyl ketone and heterocycles by radical cyclization of fluorinated 1,3-dicarbonyl compounds with 2-thienyl and 2-furyl substituted alkenes

Manganese(III) acetate based radical cyclization of various fluorinated 1,3-dicarbonyl compounds with 2-thienyl and 2-furyl substituted alkenes produced 3-trifluoroacetyl and 2-trifluoromethyl-dihydrofurans in good yields. The radical cyclizations of 2-methyl-5-[(E)-2-phenylvinyl]furan 2b and 2-[(E)-2-phenylvinyl]thiophene 2c led to the formations of 5-(5-methyl-2-furyl)- 4,5-dihydrofuran and 5-(2-thienyl)-4,5-dihydrofuran, respectively. In the reactions of 1,3-dicarbonyls with alkenes, 2-thienyl substituted alkenes formed 4,5-dihydrofurans in higher yields than 2-furyl substituted alkenes.

Highly enantioselective arylation of aldehydes and ketones using AlArEt2(THF) as aryl sources

A series of AlArEt2(THF) (Ar = Ph (la), 4-MeC6H 4 (1b), 4-MeOC6H 4 (1c), 4-Me 3SiC6H4 (1d), 2-naphthyl (le)) were synthesized from reactions of AlEt2Br(THF) with ArMgBr. In CDC13 solution, the 1H NMR spectra showed that AlArEt2(THF) compounds exist as a mixture of four species of formulas of AlAr xEt3-x (THF) (x = 0, 1, 2, or 3). AlArEt2(THF) compounds were found to be superior and atom-economic reagents for asymmetric aryl additions to organic carbonyls. Aryl additions of AlArEt2(THF) to aldehydes catalyzed by the titanium(IV) complex of (R)-H8-BINOL were efficient with a short reaction time of 1 h, affording aryl addition products as exclusive or main products in high yields and excellent enantioselectivities of up to 98% ee. Although ethyl additions to aldehydes occurred in minor extent, this study demonstrates that increasing the amount of AlArEt2(THF) from 1.2 to 1.4 or to 1.6 equiv significantly improved the aryl addition products of up to >99%. On the other hand, asymmetric arylations of AlArEt2(THF) to ketones employing a titanium(IV) catalyst of (S)-BINOL produced optically active tertiary alcohols exclusively in excellent enantioselectivities of up to 94% ee.