Dioxole related

Liu, Taotao published the artcileZeolite nanofiber assemblies as acid catalysts with high activity for the acetalization of carbonyl compounds with alcohols, Category: dioxole, the publication is RSC Advances (2014), 4(35), 18217-18221, database is CAplus.

Zeolite nanofiber assemblies (HNB-MOR) as efficient heterogeneous catalysts for the formation of a range of acetals in good yields. The mesoporosity of HNB-MOR benefits mass transfer, and the strong acidic sites on HNB-MOR facilitate acetalization activity. The catalyst can be reused 10 times without loss of activity.

RSC Advances 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

Shan, Gang published the artcileC-H Bond Activation for the Synthesis of Heterocyclic Atropisomers Yields Hedgehog Pathway Inhibitors, 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 (2018), 57(43), 14250-14254, database is CAplus and MEDLINE.

In the presence of a nonracemic cyclopentenopyridine rhodium complex, O-(arylpentynyl) arylhydroxamates such as I underwent enantioselective C-H activation and cyclization reactions mediated by dibenzoyl peroxide and CsOAc in 2-chloroethanol/1,2-dichloroethane to yield atropisomeric arylisoquinolinones such as II in 45-95% yields and in 78:22-96:4 er. Five of the arylisoquinolinone products (including II) inhibited the Hedgehog pathway in human cells; one of the compounds tested inhibited the Hedgehog pathway but did not displace labeled cyclopamine from Smoothened, implying that at least one of the arylisoquinolinones does not inhibit the Hedgehog pathway through binding to Smoothened.

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 C18H34N4O5S, 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

Rigo, Davide published the artcileAcid-Catalyzed Reactions of Isopropenyl Esters and Renewable Diols: A 100% Carbon Efficient Transesterification/Acetalization Tandem Sequence, from Batch to Continuous Flow, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is ACS Sustainable Chemistry & Engineering (2019), 7(23), 18810-18818, database is CAplus.

A new acid-catalyzed tandem sequence was investigated for the upgrading of renewable 1,2-diols such as propylene glycol (PG) and ethylene glycol (EG), with isopropenyl esters. For example, at 50 °C and in the presence of Amberlyst-15, the reaction of PG with nontoxic isopropenyl acetate allowed an initial irreversible monotransesterification of the diol, releasing acetone which then promoted acetalization on a second mol. of the glycol. The overall protocol was 100% carbon efficient, affording water as the sole byproduct. The reaction scope was extended to higher homologs of enol esters as isopropenyl-octanoate and phenylbutyrate. Addnl., the tandem sequence was successfully transferred in the continuous-flow (CF) mode where the catalyst (Amberlyst-15) could be used virtually indefinitely without loss of performance, and the solvent (THF or CPME) was quant. recovered and reused. Under CF conditions, the reaction of PG with isopropenyl acetate could be run at 30 °C and atm. pressure with a (nonoptimized) productivity up to 9.7 mmol g_cat^-1 h^-1, 3 times higher than that achieved in the batch mode. When ethylene glycol was used, a lower tandem selectivity was observed due to predominance of transesterification products, mono- and diesters, over the acetal compound A 100% carbon efficient upgrading of renewable 1,2-diols through tandem monotransesterification and acetalization reactions mediated by isopropenyl esters is presented.

ACS Sustainable Chemistry & Engineering 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, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane.

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

Yuan, Zhenbo published the artcilePalladium-Catalyzed Asymmetric Intramolecular Reductive Heck Desymmetrization of Cyclopentenes: Access to Chiral Bicyclo[3.2.1]octanes, Application In Synthesis of 503538-69-0, the publication is Angewandte Chemie, International Edition (2019), 58(9), 2884-2888, database is CAplus and MEDLINE.

A palladium-catalyzed asym. reductive Heck reaction of unactivated aliphatic alkenes, with eliminable β-hydrogen atoms, was realized for the first time. A series of optically active bicyclo[3.2.1]octanes bearing chiral quaternary and tertiary carbon stereocenters were obtained in good yields with excellent enantioselectivities, exhibited good functional-group tolerance and scalability. Moreover, deuterated optically active bicyclo[3.2.1]octanes were also obtained in high efficiency.

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 C9H10O4, Application In Synthesis of 503538-69-0.

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

Lu, Ting published the artcileFour Strandberg-type polyoxometalates with organophosphine centre decorated by transition metal-2,2′-bipy/H₂O complexes, Recommanded Product: 1,4-Dioxaspiro[4.5]decane, the publication is Journal of Solid State Chemistry (2017), 52-57, database is CAplus.

Four inorganic-organic hybrid compounds composed of Strandberg-type organophosphomolybdate anion [(C₆H₅PO₃)₂Mo₅O₁₅]^4- (abbreviated as (PhP)₂Mo₅) and transition metal (TM)-2,2′-bipy/H₂O complex units, namely [(TM(H₂O)(bipy))₂(C₆H₅PO₃)₂Mo₅O₁₅]_n (TM = Co, (1); Ni, (2)), [(Cu(bipy)₂)₂(C₆H₅PO₃)₂Mo₅O₁₅]·2H₂O (3) and [(Zn(bipy)(μ-OH))₂(Zn(bipy)₂(C₆H₅PO₃)₂Mo₅O₁₅)₂]·3H₂O (4) (bipy = 2,2′-bipyridine), were successfully constructed under hydrothermal conditions, and their structures were determined by single crystal x-ray diffraction anal. and spectroscopic methods. The central heteroatoms in these polyoxometalates (POMs) are all organophosphine (RP) groups. Compound 1 and compound 2 are isostructural (PhP)₂Mo₅-based TM-coordination polymers with the two-dimensional layer frameworks. In compound 3, the bi-supporting structure containing one (PhP)₂Mo₅ unit and two [Cu(bipy)₂]²⁺ cations. For compound 4, it can be regarded as a dimer of two bi-supporting {Zn(bipy)₂(PhP)₂Mo₅Zn(bipy)} clusters that were connected by two μ-OH groups. The acid-catalytic activities and fluorescence properties of the four hybrids have been investigated.

Journal of Solid State Chemistry 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, Recommanded Product: 1,4-Dioxaspiro[4.5]decane.

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

Likhterov, V. R. published the artcile1,3-Dioxolanes. I. Chlorination of some cyclic ketals of acetone and vicinal glycols, Product Details of C6H12O2, the publication is Zhurnal Organicheskoi Khimii (1968), 4(1), 69-72, database is CAplus.

Chlorination of 2,2,4-trimethyl-1,3-dioxolane (I), 2,2-dimethyl-4-chloromethyl-1,3-dioxolane, 2,2-dimethyl-4-methoxymethyl-1,3-dioxolane, 2,2-dimethyl-4-acetoxymethyl-1,3-dioxolane (II), and 2,2-dimethyl-1,3-dioxolane is described. The exothermic reaction was carried out with cooling at 15-20° by passing Cl through the dioxolane followed by distillation The starting dioxolanes were all known previously with the exception of II, b2 71-2°. Chlorination gave 2-chloromethyl-2-methyl-4-(R-substituted)-1,3-dioxolanes (III) (R, % yield, b.p./mm., and n20D given): Me, 73.5, 53-4°/15, 1.4352; CH2Cl, 78.3, 71-2°/2, 1.4701; MeOCH2, 71.3, 69-71°/2, 1.4486; MeCO2CH2, 72.0, 103-5°/2, 1.4535; H, 76.0, 60-3°/20, 1.4450. Alk. hydrolysis of III (R = MeCO2CH2) gave III (R = CH2OH), b3 96-8°, n20D 1.4688 (containing 46-50% cis- and 50-4% trans-isomer). Reaction of III (R = CH2Cl) with MeCO2K gave III (R = MeCO2CH2). Action of PCl5 on III (R = CH2OH) gave III (R = CH2Cl). Hydrolysis of III gave MeCOCH2Cl, identified by the m.p. of its 2,4-dinitrophenylhydrazone derivative

Zhurnal Organicheskoi Khimii 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, Product Details of C6H12O2.

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

Berhal, Farouk published the artcile(R)-3,5-diCF₃-SYNPHOS and (R)-p-CF₃-SYNPHOS, Electron-Poor Diphosphines for Efficient Room Temperature Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Organic Letters (2011), 13(11), 2806-2809, database is CAplus and MEDLINE.

Two new atropisomeric electron-poor chiral diphosphine ligand analogs of SYNPHOS were prepared, and their electronic properties described. These two ligands afforded high performance for the Rh-catalyzed asym. 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds at room temperature

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, Safety of (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

Zhu, Zuolin published the artcileOrganometallic Catalysis: Formation of 1,3-Dioxolanes and Their Analogs Catalyzed by Methylrhenium Trioxide (MTO), Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Organometallics (1997), 16(16), 3658-3663, database is CAplus.

Methylrhenium trioxide (MTO) catalyzes several cycloaddition reactions. 1,3-Dioxolanes were obtained in good yields from the reactions of epoxides with aldehydes or ketones; the geometric configuration of the epoxide substituents remains unchanged in the product, which was shown to be the consequence of two configuration inversions in sequence. The independently known bis(alkoxy)rhenium complex formed from MTO and the epoxide is an intermediate that could be detected at a low level during the reaction; indeed, its formation limits the rate of the overall reaction. Related cycloaddition reactions are the formation of ketene acetals from diphenylketene and epoxides and of oxazolidines from aromatic imines and epoxides, both MTO-catalyzed.

Organometallics 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 C10H9NO, Name: 2,2,4-Trimethyl-1,3-dioxolane.

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

Mastagli, Pierre published the artcileCatalytic transketalizations in the presence of metallic oxides, Product Details of C6H12O2, the publication is Compt. Rend. (1963), 257(3), 690-2, database is CAplus.

Me₂C(OEt)₂ (I) (0.2 mol), 0.5 mol ROH (R = alkyl), and 10% catalyst was refluxed 2 h., filtered, and fractionated to give Me₂C(OR)₂ (II). I and heptanol gave II (R = C₇H₁₅) (catalyst and % yield given): MoO₃, 17; Amberlite IR 120, 12; Co₂O₃Co₃O₄ mixture, 10; WO₃, 1. Using MoO₃ catalyst, the following II were prepared (R, b.p./mm., n_D/temperature, % yield given): Bu, 130°, 1.414/18°, 19; C₅H₁₁, 112°/15, 1.4188/17°, 46; C₇H₁₅, 160°/10, 1.4319/17°, 17; C₈H₁₇, 185°/13, 1.4347/19° 15; sec-C₈H₁₇ 165°/10, 1.4358/20°, 5; C₁₂H₂₅, 240°/12 (m. 35°), -, 10. Traces of byproduct MeC(:CH₂)OR were usually formed, but with C₁₂H₂₅OH, appreciable amounts of MeC(:CH₂)OC₁₂H₂₅, b₁₂ 195°, n¹⁵_D 1.4469, formed, which was reduced by Raney Ni and H to iso-PrOC₁₂H₂₅, b₁₀ 138°, n²⁰_D 1.4290. Good yields of ketals (structure not given), without formation of byproducts, were obtained from diols and I with MoO₃ catalyst (diol, product formula, b.p., n_D/temperature, % yield given): MeCH(OH)CH₂OH, C₆H₁₂O₂, b. 99°, 1.4038/16.5°, 43; (HOCH₂)₂CH₂, C₆H₁₂O₂, b. 124°, 1.4196/19°, 65; MeCH(OH)CH₂CH₂OH, C₇H₁₄O₂, b. 131°, 1.4190/19.7°, 76; (HOCH₂CH₂)₂, C₇H₁₄O₂, b. 136°, 1.4277/18°, 38; HOCH₂CMePrCH₂OH, C₁₀H₂₀O₂, b₁₀ 71°, 1.4320/20°, 70.

Compt. Rend. 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, Product Details of C6H12O2.

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

Shao, Linjun published the artcilePolyacrylonitrile fiber mat supported solid acid catalyst for acetalization, Recommanded Product: 1,4-Dioxaspiro[4.5]decane, the publication is Monatshefte fuer Chemie (2012), 143(8), 1199-1203, database is CAplus.

A novel polyacrylonitrile hybrid fiber mat supported solid acid catalyst was prepared by electrospinning, and its catalytic activities were carefully investigated through acetalization reactions. The results showed that this hybrid fiber mat exhibits high activity for the reactions, with average yields over 95%. Besides having catalytic activities similar to the solid acid, the heterogeneous solid acid/polyacrylonitrile mat can be reused in six runs without significant loss of catalytic activities. The large size of the hybrid fiber mat greatly facilitates recovery of the catalyst from the reaction mixture The high and stable catalytic activities of the hybrid fiber mat hold great potential for green chem. processes and preparation of membrane reactors in the future.

Monatshefte fuer 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 C65H82N2O18S2, Recommanded Product: 1,4-Dioxaspiro[4.5]decane.

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