Day: November 23, 2022

Melhado, Asa D. published the artcileAu(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of munchnones with electron-deficient alkenes, Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2007), 129(42), 12638-12639, database is CAplus and MEDLINE.

The catalytic enantioselective 1,3-dipolar cycloaddition of munchnone dipoles with electron-deficient alkenes is described. The reaction is catalyzed by chiral bis(phosphine)gold(I) benzoate complexes and provides Δ¹-pyrrolines, e.g., I, with excellent regio-, diastereo-, and enantioselectivity. The reaction is proposed to proceed through a 1,3-dipole generated by deprotonation of a gold(I)-activated azlactone.

Journal of the American Chemical Society published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Formula: C38H24F4O4P2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Liu, Fei published the artcileSynthesis of vanillin propylene glycol acetal catalyzed by solid superacid, Synthetic Route of 68527-74-2, the publication is Jingxi Huagong (2010), 27(2), 155-159, database is CAplus.

The synthesis of vanillin propylene glycol acetal catalyzed by solid superacid was investigated. A series of solid superacids were prepared and used to synthesize vanillin propylene glycol acetal. Solid superacids excelled phosphoric acid and citric acid, and SO₄^2-/ZrO₂ was the best catalyst. The optimum conditions using SO₄^2-/ZrO₂ were as follows: when vanillin was 0.05 mol, n(vanillin):n(1,2-propylene glycol)=1:2.4, the water-carrying agent was toluene (20 mL); the amount of catalyst was 0.25% of the weight of vanillin; and the reaction time 1.0 h. Under these conditions, the yield of vanillin propylene glycol acetal was 95.1%. The total yield was 90.5% and the relative mass fraction was 99.5% after vacuum distillation The structure of the product was identified by IR and GC-MS. The yield could still achieve 91.1% when the catalyst was calcined 20 days later. The reaction time was short and the catalyst was efficient and stable. The post-processing was simple in this process.

Jingxi Huagong published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Synthetic Route of 68527-74-2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Liu, Xiaoxia published the artcileA simple approach to the preparation of H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ (BTC = 1,3,5-benzenetricarboxylate) and its catalytic performance in the synthesis of acetals/ketals, Category: dioxole, the publication is Reaction Kinetics, Mechanisms and Catalysis (2015), 116(1), 159-171, database is CAplus.

H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ (BTC = 1,3,5-benzenetricarboxylate) as a new catalyst was prepared by the impregnation method and used to synthesize cyclohexanone ethylene ketal as a probe reaction, which has shown its favorable catalytic activity. FT-IR, XRD, SEM, N₂ adsorption-desorption isotherms and TG/DTA were used to characterize its composition, structure, morphol., stability and toleration for thermal in order to further prepare the catalyst with effective performance. Moreover, we have also explored the optimized conditions of carrying out the probe reaction by orthogonal experiments The optimized conditions were as follows: fixing cyclohexanone consumption was 0.02 mol, n(cyclohexanone):n(ethylene glycol) = 1:1.3, the mass ratio of the catalyst to total reactant was 0.2 %, cyclohexane dosage was 4 mL, and the reaction time was 75 min. The yield of the acetals and ketones could reach 54.9 ∼ 83.5 % under the optimum conditions. In addition, H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ exhibited good reusability and the approaches above may enable rational design of advanced and environmental-friendly MOF-based catalysts.

Reaction Kinetics, Mechanisms and Catalysis published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Category: dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Wu, Yue published the artcileDetermination of key amino acids and reducing sugars contributing to cocoa flavor by Plackett-Burman design, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Shipin Kexue (Beijing, China) (2007), 28(11), 75-80, database is CAplus.

The Plackett-Burnam design was applied to screen out the key factors from the following eleven components of amino acids and reducing sugars, which would affect cocoa flavor. Statistical analyses were performed. It was found that phenylalanine, serine, leucine, glutamic acid, arginine and glycine were significant factors for contributing to cocoa flavor but not the two reducing sugars, after the mixtures of five amino acids and two reducing sugars were selected to react for cocoa flavor. Then these reacting products were analyzed by organoleptic investigation and GC-MS, and 52 compounds were identified.

Shipin Kexue (Beijing, China) published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C24H26ClNO4, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Liu, Li-jun published the artcileReusable heterogeneous catalyst for acetal/ketal formation of 8-hydroxy-2-methylquinoline modified H₄SiW₁₂O₄₀, Related Products of dioxole, the publication is RSC Advances (2018), 8(46), 26180-26187, database is CAplus and MEDLINE.

A heteropoly acid based organic hybrid heterogeneous catalyst, HMQ-STW, was prepared by combining 8-hydroxy-2-methylquinoline (HMQ) with Keggin-structured H₄SiW₁₂O₄₀ (STW). The catalyst was characterized via elemental anal., X-ray diffractometry (XRD), Fourier transform IR spectroscopy (FT-IR), SEM (SEM), thermogravimetric anal. (TG) and potentiometric titration anal. The catalytic performance of the catalyst was assessed in the ketalization of ketones with glycol or 1,2-propylene glycol. Various reaction parameters, such as the glycol to cyclohexanone molar ratio, catalyst dosage, reaction temperature and time, were systematically examined HMQ-STW exhibited a relatively high yield of corresponding ketal, with 100% selectivity under the optimized reaction conditions. Moreover, catalytic recycling tests demonstrated that the heterogeneous catalyst exhibited high potential for reusability, and it was revealed that the organic modifier HMQ plays an important role in the formation of a heterogeneous system and the improvement of structural stability. These results indicated that the HMQ-STW catalyst is a promising new type of heterogeneous acid catalyst for the ketalization of ketones.

RSC Advances published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Related Products of dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Hu, Jian published the artcileHighly active catalysts of bisphosphine oxides for asymmetric Heck reaction, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(82), 9425-9427, database is CAplus and MEDLINE.

Bisphosphine oxides formed highly active asym. Heck catalysts, which were applied in asym. synthesis of pharmacol. active azacycles. E.g., reaction of 2-naphthyl triflate with cyclopentene in the presence of 2.5% Pd(dba)₂ and 3% of chiral ligand, (R)-7-bis(m-xylyl)phosphino-7′-bis(3,5-dimethylphenyl)phosphinyl-1,1′-spirobiindane, in 1,4-dioxane with N-ethyldiisopropylamine at 50° to give 95% yield of (S)-3-(2-naphthyl)cyclopentene. Olefin insertion proceeded via cis pathways, different from P,N-ligands.

Chemical Communications (Cambridge, United Kingdom) published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Yang, Liu published the artcileSynthesis of cyclohexanone ethylene ketal catalyzed by Keggin type biimidazole tungstogermanate, Formula: C8H14O2, the publication is Yingyong Huaxue (2014), 31(11), 1310-1316, database is CAplus.

A Keggin-type biimidazole tungstogermanate (H₄biim) [H₂GeW₁₂O₄₀]·18H₂O (1b, H₂biim = 2,2′-biimidazole), as a catalyst for the synthesis of cyclohexanone ethylene ketal, was designed and synthesized. It was characterized by single crystal X-ray diffraction anal., IR spectroscopy (FT-IR), UV spectroscopy (UV), thermogravimetry-DTA (TG-DTA) and X-ray powder diffraction (XRD). Factors, such as the molar ratio of cyclohexanone to ethylene glycol, catalyst loading and reaction time, on the yield were investigated. The exptl. results show that the product yield reaches 90% under the optimal conditions: n(cyclohexanone):n(1,2-ethanediol) = 1:1.4, n(1b, based on W): n(cyclohexanone) = 1:260, and reaction time 2 h. The catalyst can be reused and has good stability in the catalytic reaction.

Yingyong Huaxue published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C10H6Br2, Formula: C8H14O2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Bonilla-Landa, Israel published the artcileHafnium(IV) Chloride Catalyzes Highly Efficient Acetalization of Carbonyl Compounds, Category: dioxole, the publication is Current Organic Synthesis (2019), 16(6), 913-920, database is CAplus and MEDLINE.

Hafnium(IV) tetrachloride efficiently catalyzes the protection of a variety of aldehydes and ketones RC(O)R¹ (R = Ph, 4-butylphenyl, pyridin-2-yl, octyl, etc.; R¹ = H, Me, Et), including benzophenone, acetophenone, and cyclohexanone, to the corresponding di-Me acetals and 1,3-dioxolanes, RC(OR²)₂R¹ (R² = Me, -(CH₂)₂-) under microwave heating. Substrates possessing acid-labile protecting groups (TBDPS and Boc) chemoselectively generated the corresponding acetal/ketal in excellent yields.

Current Organic Synthesis published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Category: dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Yang, Hua published the artcileSyntheses, Structures, and Catalytic Activities of Copper(I) Complexes with the Ligand 2-(4,5-Diphenyl-1H-imidazol-2-yl)pyridine, Recommanded Product: 1,4-Dioxaspiro[4.5]decane, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (2014), 640(2), 394-397, database is CAplus.

Two copper(I) complexes [Cu(HL)I]₂·2EtOH (1) and [Cu(HL)₃]I·MeOH (2) were synthesized via the reactions of HL [HL = 2-(4,5-diphenyl-1H-imidazol-2-yl)pyridine] and CuI in EtOH and MeOH, resp., under solvothermal conditions. The complexes were characterized by x-ray single crystal diffraction, IR spectroscopy, and elemental anal. Compounds 1 and 2 are catalytically active towards ketalization reaction, giving various ketals under mild conditions.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C3H12Cl2N2, Recommanded Product: 1,4-Dioxaspiro[4.5]decane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Xiang, Shiyin published the artcileSynthesis of cyclohexanone ethylene ketal catalyzed by H₆P₂W₉Mo₉O₆₂/SiO₂, Recommanded Product: 1,4-Dioxaspiro[4.5]decane, the publication is Jingxi Shiyou Huagong Jinzhan (2017), 18(6), 45-48, database is CAplus.

H₆P₂W₉Mo₉O₆₂/SiO₂ was synthesized in a sol-gel process, and the thermal stability, structure and morphol. of H₆P₂W₉Mo₉O₆₂/SiO₂ were analyzed with X-ray diffractometer (XRD), FTIR Raman spectrometer, differential thermal analyzer (TG) and scanning electron microscope (SEM). Cyclohexanone ethylene ketal was synthesized with cyclohexanone and ethylene glycol as the reaction materials and H₆P₂W₉Mo₉O₆₂/SiO₂ as the catalyst, and the effects of the molar ratio of alc. ketone, the catalyst amount, the reaction time, and the cyclohexane amount on the synthesis of ketal were studied. According to the results, the yield of cyclohexanone ethylene ketal can reach 80.4% at the following conditions, i.e. n (cyclohexanone) : n (ethylene glycol)=1:1.3, the catalyst amount accounts for 0.8% of total reactants, and the reaction time is 45 min.

Jingxi Shiyou Huagong Jinzhan published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C13H18N2, Recommanded Product: 1,4-Dioxaspiro[4.5]decane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem