Day: November 23, 2022

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

Rondestvedt, Christian S. Jr. published the artcileNew rearrangement. Catalytic isomerization of m- dioxanes to β-alkoxy aldehydes. II. Scope and limitations, Related Products of dioxole, the publication is Journal of the American Chemical Society (1962), 3307-19, database is CAplus.

cf. CA 55, 10311b. Rearrangement of m-dioxanes to β-alkoxy aldehydes is effected by pumice or certain forms of silica at 250550°. Yields and conversions are generally good. The m-dioxanes from simple aliphatic aldehydes and ketones rearrange cleanly at about 400° on pumice; silica is active at 250-350°, but yields are slightly lower. Formals (R¹ = R² = H) are much more sluggish than other acetals and ketals. An acrolein acetal (R¹ = CH₂:CH; R² = H) is inert to pumice but is rearranged smoothly by silica. A benzal (R¹ = Ph, R² = H) is isomerized with astonishing facility, but ring substituents (p-Cl, p-MeO, m-O₂N, p-Me₂N) generally retard strongly the rearrangement. Even p-alkyl groups are slightly inhibitory. The aryl acetals on silica are converted in part also to the aromatic aldehyde and to the substituted toluene. An ether oxygen in the substituents R¹-R⁴ retards rearrangement. If R³ = R⁴ = H, rearrangement occurs, but the product is cleaved to acrolein and an alc. Acetals with 5- and 7-membered rings do not undergo the rearrangement, but rather are cleaved. Diacetals are inert to hot pumice, but some of them are converted to diether-dialdehydes in fair yields by silica.

Journal of the American Chemical Society 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

Gundekari, Sreedhar published the artcileSelective preparation of renewable ketals from biomass-based carbonyl compounds with polyols using β-zeolite catalyst, Quality Control of 177-10-6, the publication is Molecular Catalysis (2022), 112269, database is CAplus.

The preparation of ketals from biomass-based carbonyl compounds and polyols was demonstrated. The emphasis is on levulinate-based ketals using Et levulinate (EL) with ethylene glycol (EG) or glycerol (Gly) as polyols. Among the catalysts screened, Na-β zeolite resulted in 99% conversion of EL with 100% selectivity for the corresponding ketal within 1 h, when used in conjunction with azeotropic distillation in cyclohexane medium. Using Gly as the polyol, a similar yield and selectivity was obtained, albeit after a longer reaction time (4 h). The authors explored the reaction scope by using a multitude of biomass-based ketones and polyols as reactants, which showed excellent selectivity for the ketals. Slight deactivation of the catalyst was observed after reaction, owing to the deposition of organic carbon on the catalyst, which was identified using anal. tools. The deactivated catalyst was regenerated on calcination. This strategy was successfully demonstrated for ketal preparation using crude glycerol with EL.

Molecular 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, Quality Control of 177-10-6.

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

Tindall, Daniel J. published the artcileSelective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Angewandte Chemie, International Edition (2021), 60(2), 721-725, database is CAplus and MEDLINE.

Sugar alcs. are of great importance for the food industry and are promising building blocks for bio-based polymers. Industrially, they are produced by heterogeneous hydrogenation of sugars with H₂, usually with none to low stereoselectivities. Now, we present a homogeneous system based on com. available components, which not only increases the overall yield, but also allows a wide range of unprotected ketoses to be diastereoselectively hydrogenated. Furthermore, the system is reliable on a multi-gram scale allowing sugar alcs. to be isolated in large quantities at high atom economy.

Angewandte Chemie, International Edition 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 C5H5BrN2, Recommanded Product: (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

Wang, Jian-Ping published the artcileTwo Strandberg-type organophosphomolybdates: synthesis, crystal structures and catalytic properties, Related Products of dioxole, the publication is Dalton Transactions (2014), 43(45), 17172-17176, database is CAplus and MEDLINE.

Two novel Strandberg-type organophosphomolybdate hybrid compounds [(Cu(H₂O))₂(μ-bipy)₂(C₆H₅PO₃)₂Mo₅O₁₅]_n (1) and [(Cu(H₂O)₂)₂(μ-bipy)(C₆H₅PO₃)₂Mo₅O₁₅]_n (2) (bipy = 4,4′-bipyridyl) were prepared under mild hydrothermal conditions and structurally characterized by physicochem. and spectroscopic methods. Single crystal x-ray diffraction anal. reveals that compounds 1 and 2 are polyoxometalate-based Cu-coordination polymers with a three-dimensional framework. In 1, the Cu²⁺ ions not only link [(C₆H₅PO₃)₂Mo₅O₁₅]^4- (abbreviated as {(C₆H₅P)₂Mo₅}) polyanions, but also act as connectors of bipy ligands to produce two sym. 1-dimensional chains, and all 1-dimensional chains are further held together by polyanions to generate a 3-dimensional network. In 2, each {(C₆H₅P)₂Mo₅} polyanion acting as a hexadentate ligand links four Cu(II)-bipy/H₂O units, forming 2-dimensional plane structures, which are further bridged by Cu(II)-bipy-Cu(II) fragments to generate a 3-dimensional network. Their fluorescence properties and catalytic properties for the synthesis of cyclohexanone ethylene ketal were also studied.

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 C19H14N2, Related Products of dioxole.

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