Month: November 2022

Smith, Brendan M. published the artcileIndium(III) triflate catalysed transacetalisation reactions of diols and triols under solvent-free conditions, SDS of cas: 177-10-6, the publication is Tetrahedron (2012), 68(38), 7775-7781, database is CAplus.

Acyclic acetals and ketals undergo transacetalization in the presence of catalytic quantities of indium(III) triflate (In(OTf)₃) and diols or triols under solvent-free conditions to generate the corresponding cyclic acetals and ketals in excellent yield. The methodol. has been further developed to encompass a tandem acetalization-acetal exchange protocol, which provides a facile and high yielding route to cyclic ketals from unreactive ketones under very mild reaction conditions.

Tetrahedron 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 C7H5ClN2S, SDS of cas: 177-10-6.

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

Bobyleva, L. I. published the artcileProduction of propylene glycol, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Khimicheskaya Promyshlennost (Moscow, Russian Federation) (1990), 710-11, database is CAplus.

Addition of Me₂CO to the reaction mixture in the acid-catalyzed hydration of propylene oxide (I) to propylene glycol (II) in aqueous solution significantly increased selectivity for II, suppressed II polymer formation, and shifted the reaction toward the formation of equilibrium II mixtures with 2,2,4-trimethyl-1,3-dioxolane, which was subsequently hydrolyzed to II during product recovery. H₃PO₄ was chosen as the catalyst instead of H₂SO₄ due to its lower corrosiveness. At reaction temperature 100° and reaction time 15 min, the highest selectivities for II were obtained at Me₂CO concentration 20-40% and I concentration 10-15% in the reaction mixture, and maximum II yields were obtained at H₃PO₄ concentration 0.075-0.125%. I conversion 96-100% and II selectivity 95-100% were obtained by I hydration at 95-100° for 15 min at initial concentrations I 10-12.5, H₂O 50-60, Me₂CO 30-40, and H₃PO₄ 0.1%.

Khimicheskaya Promyshlennost (Moscow, Russian Federation) 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, Safety of 2,2,4-Trimethyl-1,3-dioxolane.

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

Cho, Chang-Woo published the artcileα-Hydroxy Esters via Enantioselective Hydrogen-Mediated C-C Coupling: Regiocontrolled Reactions of Silyl-Substituted 1,3-Diynes. [Erratum to document cited in CA145:335661], Formula: C38H24F4O4P2, the publication is Organic Letters (2007), 9(4), 735, database is CAplus.

On page 3874, in entry 12 of Table 1, the regioisomeric ratio of 3b:3c is 1:>99, not >99:1. Coupling takes place proximal to the tert-Bu group. Acetylenic carbon atoms bearing a Ph moiety possess a characteristic C NMR chem. shift at δ 122-123. The structure of the major regioisomer has been reassigned on the basis of C NMR data.

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, Formula: C38H24F4O4P2.

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

Cho, Chang-Woo published the artcileα-Hydroxy Esters via Enantioselective Hydrogen-Mediated C-C Coupling: Regiocontrolled Reactions of Silyl-Substituted 1,3-Diynes, COA of Formula: C38H24F4O4P2, the publication is Organic Letters (2006), 8(17), 3873-3876, database is CAplus and MEDLINE.

Rhodium-catalyzed asym. reductive coupling of Et glyoxalate and 1,3-diynes in the presence of mol. hydrogen afforded α-hydroxy-β,γ-enynoates with high regio- and enantioselectivity. Reaction of R¹CCCCR³ with OHCCOOR² and H₂ in the presence of Rh-(R)-Cl,MeO-BIPHEP [(1R)-5,5′-dichloro-6,6′-dimethoxy-1,1′-biphenyl-2,2′-bis(diphenylphosphine)] gave (2R)-R³CCCH:CR¹CH(OH)COOR² (1c, R¹ = R³ = Ph, R² = Et; 4c–9c, R¹ = Me₃Si, Me₂^tBuSi; R² = Et; R³ = Ph, Me, cyclopropylmethyl, Me₂^tBuSiOCH₂) with alkyne regioselectivity of >99% and ee values of 89-94%. Notably, for trialkylsilyl-substituted 1,3-diynes, C-C coupling occurs exclusively at the carbon atom bearing silyl group. π-Back-bonding from low valent rhodium as described by the Dewar-Chatt-Duncanson model appears to direct the regiochem. of C-C coupling, as corroborated by calculations of the diyne LUMO coefficients

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, COA of Formula: C38H24F4O4P2.

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

Linton, Elizabeth C. published the artcileCatalytic Enantioselective Meerwein-Eschenmoser Claisen Rearrangement: Asymmetric Synthesis of Allyl Oxindoles, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Journal of the American Chemical Society (2008), 130(48), 16162-16163, database is CAplus and MEDLINE.

The first catalytic, enantioselective Meerwein-Eschenmoser Claisen rearrangement has been achieved. Palladium(II) BINAP or phosphinooxazoline catalysts were employed to generate oxindole products, e.g. I, with 100% conversion and up to 92% ee.

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, 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

Dikusar, E. A. published the artcileSynthesis of New 1-Adamantanecarboxylic Acid Derivatives, Category: dioxole, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (2004), 40(3), 346-352, database is CAplus.

Reactions of 1-adamantanecarbonyl chloride with functionally substituted alcs., phenols, amines, thiols, and ketone oximes gave hitherto unknown 1-adamantanecarboxylic acid esters, amides, and thio esters, including those containing a peroxide group.

Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) 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, Category: dioxole.

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

Du, Ya published the artcileSn-catalyzed synthesis of propylene carbonate from propylene glycol and CO₂ under supercritical conditions, Related Products of dioxole, the publication is Journal of Molecular Catalysis A: Chemical (2005), 241(1-2), 233-237, database is CAplus.

Dibutyltin oxide or dibutyltin dimethoxide was first used as a remarkable selective catalyst for the synthesis of propylene carbonate from propylene glycol and carbon dioxide. The effects of the reaction parameters, such as reaction time, temperature and CO₂ pressure on the amount of propylene carbonate were also exptl. studied. Under the optimized conditions, the amount of propylene carbonate was nearly proportional to PG concentration The use of N,N-dimethylformamide as a co-solvent in this study significantly enhanced the catalytic activity, and the ketals as dehydrating agents greatly improved the yield of PC, which can be limited by the equilibrium A postulated mechanism for the dibutyltin oxide-catalyzed carboxylation of propylene glycol was also discussed.

Journal of Molecular Catalysis A: Chemical 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

Quinio, Pauline published the artcileSc(OTf)3-Catalyzed Addition of Bromomagnesium 2-Vinyloxy Ethoxide to Various Aldehydes Leading to Protected Aldol Products, Product Details of C8H14O2, the publication is Synlett (2016), 27(11), 1715-1719, database is CAplus.

The addition of bromomagnesium 2-vinyloxy ethoxide to various aldehydes in the presence of 10 mol% Sc(OTf)₃ provides a broad range of functionalized protected aldol compounds The enantioselective preparation of these aldols can be achieved by a Swern oxidation-CBS reduction sequence. Use of the dioxolane derived from 2-bromocyclohexanone provides the expected aldol product as the anti-diastereoisomer (dr >99:1).

Synlett 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, Product Details of C8H14O2.

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

Borrmann, Ruediger published the artcileAsymmetric Hydrogenation of Cyclic Imines and Enamines: Access to 1,5-Benzodiazepine Pharmacophores, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Synthesis (2017), 49(2), 310-318, database is CAplus.

A new strategy towards the pharmacol. relevant class of dihydro-1,5-benzodiazepines was developed by applying a rhodium-catalyzed asym. hydrogenation. The approach represents an efficient protocol providing access to the optically active products I (R¹ = Ph, 4-MeC₂H₄, 2-furyl, Me, etc., R² = H, 7-Me) in excellent yields (up to 99%) and with high enantioselectivities (up to 92% ee). The versatility of the methodol. was demonstrated by a broad substrate scope including alkyl, aryl, and heteroaryl substituents as well as halides. Furthermore, investigations regarding the reaction mechanism were performed and unraveled a preferred reaction of the tautomeric enamine in the rhodium-catalyzed asym. hydrogenation.

Synthesis 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, 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

Schormueller, Josef published the artcileAnalysis of volatile aroma substances in tomatoes by gas chromatography and mass spectroscopy, Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Zeitschrift fuer Lebensmittel-Untersuchung und -Forschung (1969), 141(1), 1-9, database is CAplus.

The following hitherto unknown components of tomato aroma were identified: C6H6, CHCl3, Et2CO, 2-ethylfuran, 2,2,4-trimethyl-1,3-dioxolane, MeCOBu, MeSSMe, PhMe, p-xylene, cis-PrCH:CHCHO, C6H13CHO, triisobutylene, cyclooctatetraene, C10H22, EtO(PrO)CHMe, C5H11CO2Me, EtCH:CH(CH2)2OAc, iso-PrPh, 1,3,5-Me3C6H3, BuCH:CHCHO, C11H24, 1,2,3-Me3C6H3, (PrO)2CHMe, o-Cl2C6H4, EtCOCH:CH2 or CH2:CHCOCHO, MeCH:CMeCHO, BuCN, EtCH:CHCHO, MeCH:-CHCH2CHO, EtCH(OH)CH:CH2, EtCH:CMeCHO, EtO(iso-C5H11O)CHMe, myrcene, 3-carene, isomeric methylheptenone, and isomeric methylhexanol. 37 references.

Zeitschrift fuer Lebensmittel-Untersuchung und -Forschung 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, Name: 2,2,4-Trimethyl-1,3-dioxolane.

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