Dioxole related

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

Tahara, Satoshi published the artcileNaturally occurring antidotes against benzimidazole fungicides, Synthetic Route of 110204-45-0, the publication is Zeitschrift fuer Naturforschung, C: Journal of Biosciences (1993), 48(9-10), 757-65, database is CAplus.

TLC bioautog. using precoated glass thin-layer plates impregnated with benomyl or carbendazim (MBC), and Cladosporium herbarum as a test fungus, was evaluated as a facile way to detect plant secondary metabolites antidoting against benzimidazole fungicides. In addition to emodin and α-tocopherol from Polygonum sachalinense, three phenolics, 3,5-dihydroxy-4-methylstilbene and 5-methoxy-6,7-methylenedioxyflavone from P. lapathifolium and 2,6-dimethoxybenzoquinone from P. thunbergii, were isolated and characterized as new benzimidazole antidotes. Emodin exhibited the antidoting activity not only against benomyl but also against MBC, thiabendazole, thiophanate-Me and nocodazole. Furthermore, emodin showed antidoting activity against MBC in the wild-type Neurospora crassa and against diethofencarb in the mutant of N. crassa resistant to benzimidazole fungicides but highly susceptible to diethofencarb.

Zeitschrift fuer Naturforschung, C: Journal of Biosciences 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 C10H18O, Synthetic Route of 110204-45-0.

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

Kan, S. B. Jennifer published the artcileCatalytic direct-type substitution reaction of α-alkyl enolates: a Pd/Bronsted base-catalyzed approach to the decarboxylative allylation of sulfonylimidates, Synthetic Route of 503538-69-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2008), 6354-6356, database is CAplus and MEDLINE.

A mild and efficient process for the direct-type catalytic allylation of sulfonylimidates has been developed; this reaction represents the first example of Bronsted base-catalyzed, in situ generation and use of α-alkyl enolates in substitution reactions; the success of this methodol. stems from the tunable α-proton acidity and nucleophilicity of sulfonylimidates, which could be harnessed in the realization of a broader range of catalytic direct-type reactions using ester equivalent as nucleophiles.

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, Synthetic Route of 503538-69-0.

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

Kokubo, Ken published the artcileSynthesis and characterization of new acetalized [60]fullerenes, Safety of 1,4-Dioxaspiro[4.5]decane, the publication is Tetrahedron Letters (2013), 54(27), 3510-3513, database is CAplus.

Acetalized [60]fullerenes were synthesized from cyclohexanone-fused [60]fullerene, which was facilely prepared by Diels-Alder reaction of C₆₀ with 2-trimethylsilyloxy-1,3-butadiene, on treatment of various aliphatic alcs. under TiCl₄ catalyst. The spiro-cyclic acetalized [60]fullerenes having five, six, and seven-membered rings were also synthesized by using the corresponding diols under the same condition. The slightly raised reduction potentials E^red (∼0.04 V) relative to those of PCBM were observed by cyclic voltammetry measurement, depending on the identity of alkyl group/chain. The noncyclic acetalized [60]fullerenes showed lower thermal stability up to 200°, while the cyclic ones exhibited the drastically improved thermal stability up to 350° under nitrogen atm. The acid-catalyzed hydrolysis easily removed the acetal moiety quant., resulting in a considerable change of solvent solubility of the fullerene.

Tetrahedron Letters 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, Safety of 1,4-Dioxaspiro[4.5]decane.

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

Simon, Marc-Olivier published the artcileRuthenium-catalyzed C-H bond activation of Michael acceptors: an unusual reactivity leading to allylsilanes, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Advanced Synthesis & Catalysis (2009), 351(1+2), 153-157, database is CAplus.

The authors report here an improved catalyst for the functionalization of Michael acceptors, involving C-C bond formation via C-H bond activation, using an in situ generated Ru active species. On some particular substrates, the C-H functionalization resulted unexpectedly in the formation of allylsilanes rather than in the expected conjugated adducts, affording a new straightforward methodol. to access useful stereodefined trisubstituted allylsilanes via C-H bond activation. Preliminary results showed that they were reactive in the allylation of aldehydes, providing an access to alcs. bearing a quaternary C center.

Advanced Synthesis & Catalysis 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 C8H5IO, 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

Navarre, Laure published the artcileAccess to enantioenriched α-amino esters via rhodium-catalyzed 1,4-addition/enantioselective protonation, COA of Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2008), 130(19), 6159-6169, database is CAplus and MEDLINE.

Conjugate addition of potassium trifluoro(organo)borates to dehydroalanine derivatives, mediated by a chiral rhodium catalyst and in situ enantioselective protonation, afforded straightforward access to a variety of protected α-amino esters with high yields and enantiomeric excesses up to 95%. Among the tested chiral ligands and proton sources, Binap, in combination with guaiacol (2-methoxyphenol), an inexpensive and nontoxic phenol, afforded the highest asym. inductions. Organostannanes have also shown to participate in this reaction. By a fine-tuning of the ester moiety, and using Difluorophos as chiral ligand, increased levels of enantioselectivity, generally close to 95%, were achieved. Deuterium labeling experiments revealed, and DFT calculation supported, an unusual mechanism involving a hydride transfer from the amido substituent to the α carbon explaining the high levels of enantioselectivity attained in controlling this α chiral center.

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

Ling, Johanne published the artcileCopper(I)-Catalyzed Dearomative (3 + 2) Cycloaddition of 3-Nitroindoles with Propargylic Nucleophiles: An Access to Cyclopenta[b]indolines, Application In Synthesis of 503538-69-0, the publication is Journal of Organic Chemistry (2020), 85(5), 3838-3848, database is CAplus and MEDLINE.

The copper(I)-catalyzed dearomatization of 3-nitroindoles I [R¹ = 4-Me, 5-Cl, 7-CO₂Me, etc.; R² = Ac, Bz, (4-methylphenyl)sulfonyl, etc.] and 3-nitro-1-benzofuran-5-yl acetate with propargylic nucleophiles CHCCH₂R³ (R³ = 1,3-dimethoxy-1,3-dioxopropan-2-yl, 1,3-bis(benzyloxy)-1,3-dioxopropan-2-yl, 4-methylbenzene-1-sulfonamidyl, etc.) is described. In mild reaction conditions, this original dearomative (3+2) cycloaddition process gives access to a wide variety of cyclopenta[b]indolines e.g., II in good to excellent yields, with high functional group tolerance. The proof of concept that an enantioselective version of this reaction is accessible by employing chiral phosphorus ligands was obtained. A mechanism proposal is given based on kinetic studies.

Journal of Organic Chemistry 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, Application In Synthesis of 503538-69-0.

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