Month: December 2022

Cao, Zhong-Yan published the artcileA Highly Diastereo- and Enantioselective Hg(II)-Catalyzed Cyclopropanation of Diazooxindoles and Alkenes, Category: dioxole, the publication is Organic Letters (2013), 15(1), 42-45, database is CAplus and MEDLINE.

It is reported for the first time that Hg(II) can catalyze the cyclopropanation of diazo reagents and alkenes, which contributes to the unprecedented highly diastereo- and enantioselective synthesis of spirocyclopropyloxindoles.

Organic Letters 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, Category: dioxole.

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

Bai, Xingfeng published the artcileEnantioselective Palladium-Catalyzed Arylborylation/Cyclization of Alkenes to Access Boryl-Functionalized Heterocyclic Compounds Containing Quaternary Stereogenic Centers, Related Products of dioxole, the publication is Organic Letters (2022), 24(16), 3080-3085, database is CAplus and MEDLINE.

Asym. Pd-catalyzed arylboration/cyclization of both nonactivated and activated alkenes with B₂pin₂ was developed. A wide range of N-allyl-o-iodobenzamides and o-iodoacryanilides reacted with B₂pin₂ to afford borylated 3,4-dihydroisoquinolinones and oxindoles, resp., in high yields with high enantioselectivities. The synthetic utility of this enantioselective protocol was highlighted by synthesizing various chiral 3,4-dihydroisoquinolinone and oxindole derivatives containing quaternary stereogenic C centers, including enantioenriched Roche anticancer agent (S)-RO4999200 (no study).

Organic Letters 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, Related Products of dioxole.

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

Xie, Yingjie published the artcileB-SBA-16 encaged functional tungstosilicic acid type ionic liquids to catalyze the ketal reaction, Product Details of C8H14O2, the publication is Dalton Transactions (2019), 48(45), 17106-17116, database is CAplus and MEDLINE.

There is special significance to composite catalysts using SBA-16 nano-cages as carriers in the acid catalysis field. A method for embedding boron atoms onto SBA-16 to increase acidic sites and enhance the acidity of the nano-cages was described. The tungstosilicic acid type ionic liquid (SWIL) was encaged into B-SBA-16 acidic nano-cages to obtain various composite catalysts. The acidic nano-cages and composite catalysts were characterized by FT-IR, TG/DSC, SAXD, BET, SEM, TEM, XPS and ¹H NMR analyses. Research confirmed that boron was embedded onto the SBA-16 nano-cages in varying proportions and the obtained B-SBA-16 acidic nano-cages still maintained a high degree of pore ordering. The SWIL was successfully encapsulated into the acidic nano-cages via the immersion method. The cage-encapsulated tungstosilicic acid type ionic liquid catalysts SWIL/B(n)-SBA-16 were applied to catalyze the ketal reaction of cyclohexanone (CYC) with ethylene glycol (EG). The results showed that the conversion of CYC could reach 92.01% along with the yield of cyclohexanone ethylene glycol ketal (CGK) of 83.87% under ideal conditions. The CYC conversion was still nearly 86.86% and the CGK yield was 69.50% even after 8 times of continuous reuse.

Dalton Transactions 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 C48H47FeP, Product Details of C8H14O2.

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

Dai, Liming published the artcileEnhanced ketalization activity of cyclohexanone and ethanediol over immobilized ionic liquid in mesoporous materials, Computed Properties of 177-10-6, the publication is Korean Journal of Chemical Engineering (2017), 34(5), 1358-1365, database is CAplus.

Three different mesoporous mol. sieves, including MCM-41, MCM-48, and SBA-15, were synthesized by hydrothermal process and characterized by XRD, BET and TEM. The chlorine-aluminate acidic ionic liquid of 1-butyl-3-methylimidazolium chloride-aluminum chloride ([Bmim]Cl-AlCl₃, denoted as Al-ILs) was prepared by two-step method. The immobilized ionic liquid (SBA-15/Al-ILs, MCM-41/Al-ILs, MCM-48/Al-ILs) was prepared through impregnating Al-ILs. The structures of composite catalysts were characterized by XRD, BET, FT-IR, TEM and XPS. The amounts of aluminum present in the resulting composite catalysts were detected by ICP-AES to calculate the amount of AL-ILs impregnated. The ketalization between cyclohexanone and ethanediol was used as the model reaction to test the catalytic activities of the composite catalysts. The effects of molar ratio of the reactants, reaction time, the catalyst dose, as well as the addition of cyclohexane were discussed in detail. Also, catalytic activities of three catalysts with different pore sizes were compared. Under comparable conditions, the SBA-15/Al-ILs composite catalyst exhibited much high catalytic activity and gave a maximum yield that was ca. 85.1%.

Korean Journal of Chemical Engineering 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, Computed Properties of 177-10-6.

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

Oisaki, Kounosuke published the artcileCatalytic Enantioselective Alkylative Aldol Reaction: Efficient Multicomponent Assembly of Dialkylzincs, Allenic Esters, and Ketones toward Highly Functionalized δ-Lactones with Tetrasubstituted Chiral Centers, COA of Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2007), 129(23), 7439-7443, database is CAplus and MEDLINE.

A general catalytic asym. alkylative aldol reaction is described as a new entry to the catalytic asym. multicomponent reaction (CAMCR). Highly functionalized δ-lactones I (R¹ = Me₂CHCH₂, H₂C:CHCH₂CH₂, Ph, cyclohexyl, 1-cyclohexenyl, 4-BrC₆H₄, 4-MeOC₆H₄, R² = Me; R¹R² = 1,2,3,4-tetrahydronaphthalene-1,1-diyl; R³ = Me, Et, Me₂CH, n-Bu) were produced in the presence of a catalytic amount of the Cu(OAc)₂-DIFLUORPHOS complex through three-component assembly of dialkylzincs R³₂Zn, allenic ester H₂C:CHCO₂Et, and unactivated ketones R¹COR². This CAMCR constructs two C-C bonds and one tetrasubstituted chiral center simultaneously. Conjugate addition of alkylcopper species to an allenic ester produced highly active copper enolate in situ, and the successive asym. aldol addition to ketones followed by lactonization afforded the desired products. The addition of 4A mol. sieves and a Lewis base (Ph₂S:O, DMSO, or HMPA) is important for obtaining a high yield, with suppression of the undesired α-addition pathway. Control/crossover experiments suggest that the addition of a Lewis base facilitated the retro-aldol reaction of the α-adducts (proofreading effect). The ketone and copper enolate generated through the retro-aldol reaction were converted to the desired lactone through the γ-aldol pathway, which was trapped by irreversible lactone formation.

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, COA of Formula: C38H24F4O4P2.

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

Chen, Wan-Ting published the artcileCo-liquefaction of swine manure and mixed-culture algal biomass from a wastewater treatment system to produce bio-crude oil, Synthetic Route of 177-10-6, the publication is Applied Energy (2014), 209-216, database is CAplus.

This study explored the feasibility of combining two types of feedstocks, swine manure (SW) and mixed-culture algae (AW) from wastewater treatment systems, for bio-crude oil production via hydrothermal liquefaction. The effect of feedstock combination ratios on the bio-crude oil yields and qualities were investigated. SW to AW ratios (dry weight basis) were 1:3, 1:1 and 3:1 with a total solids content of 25%. Pure SW and AW were also hydrothermally converted at the same reaction condition for comparison. By combining 75% SW with 25% AW, the highest bio-crude oil yield was achieved (35.7% based on dry matter). By mixing 25% SW with 75% AW, the highest heating value (27.5 MJ/kg) was obtained. GC-MS spectra and thermal gravimetric anal. of bio-crude oils revealed that both light oils and heavy crude were produced, averaging 25% and 20% of the bio-crude oil, resp. Anal. of energy consumption ratios indicated that co-liquefaction of AW and SW is energetically feasible and could be an economically competitive system for bio-crude oil production

Applied Energy 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, Synthetic Route of 177-10-6.

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

Hu, Ying-xi published the artcileSynthesis of cyclohexanone ethylene ketal and benzaldehyde ethylene acetal by chloroaluminate ionic liquid, Name: 1,4-Dioxaspiro[4.5]decane, the publication is Huaxue Yu Shengwu Gongcheng (2015), 32(10), 42-44, database is CAplus.

Cyclohexanone ethylene ketal and benzaldehyde ethylene acetal were synthesized with chloroaluminate ionic liquid as catalyst. The effects of catalyst amount, molar ratio of cyclohexanone (benzaldehyde) to ethylene glycol, and water-carrying agent amount on the reaction were investigated. The optimum synthetic conditions were obtained as follows:catalyst amount was 1.0 g, the molar ratio of cyclohexanone (benzaldehyde) to ethylene glycol was 1:1.8, water-carrying agent amount was 30 mL. The phys. property and structure of the synthetic product were characterized by elemental anal., FTIR, refractive index and ¹ H-NMR.

Huaxue Yu Shengwu Gongcheng 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, Name: 1,4-Dioxaspiro[4.5]decane.

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

Zhang, Wei published the artcileChemical constituents of Kochia scoparia, Related Products of dioxole, the publication is Zhongyaocai (2013), 36(6), 921-924, database is CAplus.

The chem. constituents of Kochia scoparia were investigated. The constituents of EtOAc-soluble portion were isolated and purified by silica gel column chromatog. Their structures were identified by spectral features. Twelve compounds were isolated and identified as tectorigenin (1), pratensein (2), 5,2′-dihydroxy-6,7-methylenedioxyisoflavone (3), iriflogenin (4), 5-hydroxy-6,7-methylenedioxyflavone (5), ferulic acid (6), N-trans-feruloylmethoxytyramine (7), N-trans-feruloyltyramine (8), stigmasterol (9), oleanolic acid (10), β-stigmasterol (11) and daucosterol (12). Compounds 1-9 are isolated from this plant for the first time.

Zhongyaocai published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C28H41N2P, Related Products of dioxole.

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

Ma, Xiao-Pan published the artcileNovel flavones from the root of Phytolacca acinosa ROXB., Safety of 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, the publication is Chemistry & Biodiversity (2017), 14(12), n/a, database is CAplus and MEDLINE.

Two new flavones, 6,7-methylenedioxy-4-hydroxypeltogynan-7′-one (1), cochliophilin B (2), as well as 2 known ones, cochliophilin A (3) and 6-methoxy-7-hydroxyflavone (4), were isolated from the ethanol extract of the root of P. acinosa ROXB. Compound 1 was a flavanol framework with one δ-lactone unit, which is rather rare in Nature. The structures of the new compounds were determined on the basis of extensive spectroscopic (IR, MS, and 1D- and 2D-NMR) analyses; the absolute configuration of 1 was established by comparing exptl. and calculated electronic CD spectra. The structures of the known compounds were fixed by comparison with literature data. Compounds 2 and 4 showed modest inhibitory activities against the BEL-7402 cell line, with IC₅₀ values of 28.22 and 39.16 μM, resp.

Chemistry & Biodiversity published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C16H10O5, Safety of 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one.

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

Ding, Yuan-sheng published the artcileSynthesis of vanillin 1,2-propylene glycol acetal catalyzed by Keggin compound [(CH₂)₅NH₂]₄SiMo₁₂O₄₀, Safety of 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Jilin Huagong Xueyuan Xuebao (2014), 31(5), 21-23, 31, database is CAplus.

Vanillin^1,2-propylene glycol acetal was synthesized from Vanillin and^1,2-propylene glycol using [(CH₂)₅NH₂]₄ SiMo₁₂O₄₀ as catalyst and benzene as water stripping agent. The effects of factors on yield of product, such as molar ratio of the reactant, catalyst dosage and reaction time were investigated. The exptl. results showed that [(CH₂)₅NH₂]₄ SiMo₁₂O₄₀ was catalyst with very good catalytic activity, and the catalyst was reused for 5 times. The preferential conditions were: based on 15.2g(0.1mol) of vanillin, the molar ratio of vanillin to^1,2-propylene glycol to n[(CH₂)₅NH₂]₄ SiMo₁₂O₄₀ 1 : 1.50 : 0.05; the amount of benzene as water stripping agent 20mL; and the reaction time 2.0 h. The yield could achieve above 88%.

Jilin Huagong Xueyuan Xuebao 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, Safety of 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

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