Category: Dioxole

Zhong, Feng published the artcileConstruction of Chiral 2,3-Allenols through a Copper(I)-Catalyzed Asymmetric Direct Alkynylogous Aldol Reaction, Computed Properties of 503538-69-0, the publication is Angewandte Chemie, International Edition (2020), 59(4), 1562-1566, database is CAplus and MEDLINE.

Chiral 2,3-allenols were constructed through copper(I)-catalyzed asym. direct alkynylogous aldol reaction. With aromatic and heteroaromatic aldehydes, the alkynylogous aldol reaction with (R)-DTBM-SEGPHOS as the ligand proceeded smoothly to furnish the products in excellent regioselectivity with good to high diastereoselectivity and excellent enantioselectivity. In the cases of aliphatic aldehydes, esters of but-2-yn-1-ol as the substrates and (R,R)-Ph-BPE as the ligand are crucial to get good to high regio- and diastereoselectivity. The produced chiral 2,3-allenols are easily transformed into synthetically useful 2-furanones through cyclization. Finally, the developed method was successfully applied in the rapid synthesis of two chiral intermediates toward the synthesis of two pharmaceutically active compounds that are proposed for the treatment of neurol. disorders.

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 C19H21N3O3S, Computed Properties of 503538-69-0.

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

Shuqing, Wang published the artcileSynthesis of the vanillin 1,2 – propylene glycol acetal catalyzed by strong acid cation exchange resin, Category: dioxole, the publication is Jingxi Shiyou Huagong Jinzhan (2008), 9(7), 17-19, database is CAplus.

Vanillin 1,2-propylene glycol acetal was synthesized using 1,2-propylene glycol and vanillin as starting materials and strongly acidic cation exchange resin as catalyst. The effect of reaction temperature, reaction time, materials ratio, and the amounts of catalyst on the synthesis was studied, and the proper technol. conditions were given as follows: vanillin was 0.1mol, n(1,2-propanediol):n(vanillin) was 2.2; reaction temperature was 90-95°C, reaction time was 3.5 h, the amount of strongly acidic cation exchange resin was 1 g; and the water-carrying agent (cyclohexane) was 30 mL. The yield of vanillin 1,2-propylene glycol acetal can reach 84.86%. Purity of the vanillin 1,2-propylene glycol acetal is 98.5% and the catalysts can be used repeatedly.

Jingxi Shiyou Huagong Jinzhan 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 C9H21NO3, Category: dioxole.

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

Minakawa, Maki published the artcileDriving an equilibrium acetalization to completion in the presence of water, Related Products of dioxole, the publication is RSC Advances (2014), 4(69), 36864-36867, database is CAplus.

Formation of an acetal from a carbonyl substrate by condensation with an alc. is a classical reversible equilibrium reaction in which the water formed must be removed to drive the reaction to completion. A new method has been developed for acetalization of carbonyl substrates by diols in the presence of water. Complexation of poly(4-styrenesulfonic acid) with poly(4-vinylpyridine) generates a catalytic membrane of polymeric acid at the interface between two parallel laminar flows in a microchannel of a microflow reactor. The catalytic membrane provides a permeable barrier between the organic layer and water-containing layer in the reaction, and permits discharge of water to the outlet of the microreactor to complete the acetalization. Condensation of a variety of carbonyl substrates with diols proceeded in the presence of water in the microflow device to give the corresponding acetals in yields of up to 97% for residence times of 19 to 38 s.

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, Related Products of dioxole.

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

Shigeno, Masanori published the artcileStereoselective Restructuring of 3-Arylcyclobutanols into 1-Indanols by Sequential Breaking and Formation of Carbon-Carbon Bonds, Related Products of dioxole, the publication is Chemistry – A European Journal (2009), 15(47), 12929-12931, S12929/1-S12929/39, database is CAplus and MEDLINE.

A rhodium-catalyzed restructuring reaction of 3-arylcyclobutanols to 1-indanols is reported, in which two chiral quaternary carbon centers are formed in a highly enantioselective fashion by a sequence of two contradictory elementary steps, i.e., carbon-carbon bond cleavage and carbon-carbon bond formation.

Chemistry – A European Journal 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 C14H10N2O, Related Products of dioxole.

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

Yamada, Kenichi published the artcileIntroduction of Functionalized C1, C2, and C3 Units to Imines through the Dimethylzinc-Air-Initiated Radical Addition, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal of Organic Chemistry (2004), 69(5), 1531-1534, database is CAplus and MEDLINE.

Introduction of functionalized C1, C2, and C3 units to imines was achieved by using the dimethylzinc-air-initiated α-alkoxyalkyl radical addition as a key reaction. The addition to a C:N double bond chemoselectively occurred in the presence of a C:O double bond, which is one of the advantages of this radical addition reaction over ionic addition reactions. The dimethylzinc-mediated reaction of 4-methyl-N-(phenylmethylene)benzenesulfonamide (I) with 2,2-dimethyl-1,3-dioxolane gave rel-N-[(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl](phenyl)methyl]-4-methylbenzenesulfonamide (II) as the major product. Hydrolysis of II gave rel-N-[(2R,3R)-2,3-dihydroxy-1-phenylpropyl]-4-methylbenzenesulfonamide (III).

Journal of Organic Chemistry 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 C12H14S, Safety of 2,2,4-Trimethyl-1,3-dioxolane.

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

Lv, Shenghua published the artcileStructure and properties of copolymer tannage of vanillin and gallic acid with HRP initiation, Quality Control of 68527-74-2, the publication is Advanced Materials Research (Durnten-Zurich, Switzerland) (2012), 282-286, database is CAplus.

A copolymer of vanillin and gallic acid was synthesized using HRP/H₂O₂ as initiator. The chem. structure of the copolymer was characterized by means of FTIR, NMR and GPC. The copolymer was applied in making leather as a tanning agent and the shrinkage temperature (Ts) of tanned leather reached 82.5°C. The average thickness increment ratio (E) of re-tanned leather was 19.4%. It has also excellent assisting dyeing and soft leather fibers properties. The application leather has desired dyeing effect and excellent softness.

Advanced Materials Research (Durnten-Zurich, Switzerland) 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, Quality Control of 68527-74-2.

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

Zeng, Chaoyuan published the artcileIridium/copper-cocatalyzed asymmetric ring opening reaction of azabenzonorbornadienes with amines, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Organic & Biomolecular Chemistry (2015), 13(31), 8425-8428, database is CAplus and MEDLINE.

A combination of iridium/copper associated with (R)-Difluorphos catalyst for the asym. ring opening reaction of azabenzonorbornadienes with amines was developed, which afforded chiral trans-vicinal diamines in 80-97% yields with 93-95% enantioselectivities.

Organic & Biomolecular 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 C22H23BO4, 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

Zong, Yang published the artcileHighly efficient acetalization and ketalization catalyzed by cobaloxime under solvent-free condition, Quality Control of 177-10-6, the publication is Catalysts (2018), 8(2), 48/1-48/10, database is CAplus.

An efficient catalytic system was developed for the acetalization and ketalization of carbonyl compounds with polyhydric alcs. under mild solvent-free conditions. In the presence of 0.1 mol% CoCl₂ and 0.2 mol% dimethylglyoxime at 70° under 5 KPa pressure for 1 h, 95.3% conversion of cyclohexanone and 100% selectivity of the corresponding cyclic ketal could be obtained, where TOF reached as high as 953 h^-1. It is proposed that the in situ generated planar tetracoordinate cobaloxime played the key role in the catalytic cycle and was responsible for the excellent catalytic performance.

Catalysts 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 C37H30ClIrOP2, Quality Control of 177-10-6.

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

Liu, Pan published the artcilePhenylalanine Metabolism Is Dysregulated in Human Hippocampus with Alzheimer′s Disease Related Pathological Changes, COA of Formula: C16H10O5, the publication is Journal of Alzheimer’s Disease (2021), 83(2), 609-622, database is CAplus and MEDLINE.

Alzheimer′s disease (AD) is one of the most challenging diseases causing an increasing burden worldwide. Although the neuropathol. diagnosis of AD has been established for many years, the metabolic changes in neuropathol. diagnosed AD samples have not been fully investigated. To elucidate the potential metabolism dysregulation in the postmortem human brain samples assessed by AD related pathol. examination We performed untargeted and targeted metabolomics in 44 postmortem human brain tissues. The metabolic differences in the hippocampus between AD group and control (NC) group were compared. The results show that a pervasive metabolic dysregulation including phenylalanine metabolism, valine, leucine, and isoleucine biosynthesis, biotin metabolism, and purine metabolism are associated with AD pathol. Targeted metabolomics reveal that phenylalanine, phenylpyruvic acid, and N-acetyl-L-phenylalanine are upregulated in AD samples. In addition, the enzyme IL-4I1 catalyzing transformation from phenylalanine to phenylpyruvic acid is also upregulated in AD samples. There is a pervasive metabolic dysregulation in hippocampus with AD-related pathol. changes. Our study suggests that the dysregulation of phenylalanine metabolism in hippocampus may be an important pathogenesis for AD pathol. formation.

Journal of Alzheimer’s Disease 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, COA of Formula: C16H10O5.

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

Cai, Baohua published the artcileKinetic Resolution of 2-Substituted 1, 2-Dihydroquinolines by Rhodium-Catalyzed Asymmetric Hydroarylation, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chinese Journal of Chemistry (2021), 39(6), 1606-1610, database is CAplus.

A highly efficient kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines I (R = H, Me, OMe, Cl; R¹ = Me, Ph, Bn, 4-chlorophenyl; R² = Me, Ph, 3,5-dimethylphenyl, etc.) via Rh-catalyzed asym. hydroarylation has been described for the first time. A variety of arylboronic acids ArB(OH)₂ (Ar = Ph, 3-fluorophenyl, naphthalen-2-yl, etc.) coupled with 2-substituted 1,2-dihydroquinolines I under mild reaction condition. The transformations into the enantio-enriched 2,3-diaryl-tetrahydroquinolines II as well as the recovered chiral 2-aryl-dihydroquinolines III were obtained with high yields and excellent enantioselectivities (86%-99% ee, s factor up to 1057).

Chinese Journal of 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, 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