Tag: M.W=150-200

Marin, L. published the artcileA diversity-oriented synthesis of cyclopenta[b]pyrroles and related compounds through a calcium(II)/copper(II) catalytic sequence, Formula: C10H16O2, the publication is Organic Chemistry Frontiers (2018), 5(4), 640-647, database is CAplus.

A sequential bicatalytic route to provide a versatile access to a wide range of synthetically useful nitrogen-containing heterocycles in a single pot from furan and aniline derivatives is reported. This transformation relies on an aza-Piancatelli/hydroamination sequence promoted by common calcium(II) and copper(II) salts. Depending on the substitution pattern of the precursors as well as the solvent employed, this method enables the preparation of biol. relevant mols. such as cyclopenta[b]pyrroles, pyrrolo[1,2-a]quinoxalines and also a novel class of cyclopenta[b]pyrrolines. Moreover, the first atropodiastereoselective synthesis of N-aryl cyclopenta[b]pyrroles is described.

Organic Chemistry Frontiers published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Formula: C10H16O2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Chavez, Flavio published the artcileSulfuric acid adsorbed on silica gel. An efficient catalyst for the tetrahydropyranylation of alcohols, Formula: C10H16O2, the publication is Synthetic Communications (1992), 22(1), 159-64, database is CAplus.

Sulfuric acid adsorbed on silica gel is an efficient catalyst for the tetrahydropyranylation of alcs. and phenols. The reaction takes 1 to 10 min to be completed and nearly quant. yields are obtained. The method is remarkably simple and inexpensive.

Synthetic Communications published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Formula: C10H16O2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Okuro, Kazumi published the artcileSynthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes, Application of 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Journal of Organic Chemistry (1993), 58(17), 4716-21, database is CAplus.

The coupling reaction of aryl iodides with terminal alkynes by using a catalyst system of CuI-PPh₃ in the presence of K₂CO₃ as base gives the corresponding arylated alkynes in excellent yields. Addition of PPh₃ is essential for the reaction to proceed catalytically. Vinyl iodides also reacts smoothly with the alkynes to give enyne compounds with retention of the configurations. While DMF and DMSO can be used as solvents, DMSO is found to be effective for the reaction with aliphatic terminal alkynes. A reaction mechanism involving initial formation of copper acetylide species coordinated by PPh₃ followed by reaction of aryl and vinyl iodides is proposed.

Journal of Organic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Application of 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Qiu, Youai published the artcileStudies on [PtCl₂]- or [AuCl]-Catalyzed Cyclization of 1-(Indol-2-yl)-2,3-Allenols: The Effects of Water/Steric Hindrance and 1,2-Migration Selectivity, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Chemistry – A European Journal (2014), 20(33), 10314-10322, database is CAplus and MEDLINE.

The [PtCl₂]- or [AuCl]-catalyzed reaction of 1-(indol-2-yl)-2,3-allenols occurred smoothly at room temperature to afford a series of poly-substituted carbazoles efficiently. Compared with the [PtCl₂]-catalyzed process, the [AuCl]-catalyzed reaction represents a significant advance in terms of the scope and the selectivity. Selective 1,2-alkyl or aryl migration of the gold carbene intermediate was observed: compared with the Me group, the iso-Pr, cyclopropyl, cyclobutyl, and cyclohexyl groups migrate exclusively; the cyclopropyl group shifts selectively over the Et group; the 1,2-migration of a non-Me linear alkyl is faster than Me group; the Ph group migrates exclusively over Me or Et group. DFT calculations show that water makes the elimination of H₂O facile requiring a much lower energy and validates the migratory preferences of different alkyl or Ph groups observed

Chemistry – A European Journal published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Nguyen, Sean S. published the artcileButenolide Synthesis from Functionalized Cyclopropenones, Synthetic Route of 27943-46-0, the publication is Organic Letters (2019), 21(21), 8695-8699, database is CAplus and MEDLINE.

A general method to synthesize substituted butenolides I (R¹ = Me, C₆H₅, 2-thiophenyl, etc.; R²,R³ = H,Me) from hydroxymethylcyclopropenones is reported. Functionalized cyclopropenones undergo ring-opening reactions with catalytic amounts of phosphine, forming reactive ketene ylides. These intermediates can be trapped by pendant hydroxy groups to afford target butenolide scaffolds. The reaction proceeds efficiently in diverse solvents and with low catalyst loadings. Importantly, the cyclization is tolerant of a broad range of functional groups, yielding a variety of α- and γ-substituted butenolides.

Organic Letters published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Franck-Neumann, M. published the artcileTotal stereospecific synthesis of cis-chrysanthemic methyl ester: the cyclopropenic way, Synthetic Route of 27943-46-0, the publication is Tetrahedron Letters (1980), 21(7), 671-4, database is CAplus.

The title Me ester I (R = R¹ = H) was prepared in 3 steps in 68% yield from Me₂C:CHCCCO₂Me (II). II, prepared (71%) from HOCMe₂CH₂CCH in 2 steps, underwent cycloaddition with Me₂CN:NH at 0° to give 26% pyrazole III (R = CO₂Me, R¹ = CH:CMe₂) and 63% III (R = CH:CMe₂, R¹ = CO₂Me). UV irradiation of the pyrazoles gave the cyclopropene I (RR¹ = bond), which underwent selective cis hydrogenation with KO₂CN:NCO₂K in AcOH to give 90% Me ester I (R = R¹ = H).

Tetrahedron Letters published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Kammerer-Pentier, Claire published the artcileDual reactivity of O-α-allenyl esters under palladium(0) catalysis: From carbopalladation/allylic alkylation domino sequence to decarboxylative allenylation, SDS of cas: 27943-46-0, the publication is Journal of Organometallic Chemistry (2012), 53-59, database is CAplus.

In a mechanistically-oriented study, O-α-allenyl esters have been evaluated as potential substrates for Pd-catalyzed carbopalladation/allylic alkylation domino sequences and decarboxylative allenylation reactions. The domino sequence turned out to be feasible only with electron-deficient aryl iodides, thereby showing a narrower potential than that previously observed with the malonamide-based series. The decarboxylative allenylation of O-α-allenyl esters was also tested and turned out to be practicable with β-ketoester-based substrates and using specific basic conditions. Plausible reaction mechanisms are proposed to account for the observed reactivities.

Journal of Organometallic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, SDS of cas: 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Cherry, Khalil published the artcileEfficient regio- and stereoselective synthesis of 5-alkyl(aryl)idene- and 5-[iodoalkyl(aryl)idene]-1H-pyrrol-2(5H)-ones via electrophilic cyclization, Quality Control of 27943-46-0, the publication is Synthesis (2009), 257-270, database is CAplus.

A variety of substituted 5-alkyl(aryl)idene- and 5-[iodoalkyl(aryl)idene]-1H-pyrrol-2(5H)-ones were readily prepared with good yields under very mild reaction conditions by the iodocyclization of (2Z,4E)-dienamides and (Z)-alk-2-en-4-ynamides with ICl. 3-Ylidene-isoindolin-1-ones were also synthesized in moderate to good yields under the same conditions. The methodol. proceeded with total regioselectivity in all cases and was applied to the synthesis of new unsaturated lactams.

Synthesis published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Quality Control of 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Partridge, John J. published the artcileVitamin D3 metabolites. I. Synthesis of 25-hydroxycholesterol, SDS of cas: 27943-46-0, the publication is Helvetica Chimica Acta (1974), 57(3), 764-71, database is CAplus and MEDLINE.

25-Hydroxycholesterol (I) was prepared from stigmasterol in 7 steps. Key transformation included the ozonolysis-reduction of cyclostigmasterol Me ether to give the (hydroxymethyl)cyclopregnane II (R = HO), and the condensation of II (R = 4-MeC6H4SO3, iodo) with LiCCCMe2OR1 (R1 = tetrahydro-2H-pyran-2-yl) to give the cyclopregnyne III.

Helvetica Chimica Acta published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, SDS of cas: 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Alexander, Cameron published the artcileSynthesis of a series of ethynyl-substituted triphenylmethanes, Formula: C10H16O2, the publication is Synthesis (1992), 735-7, database is CAplus.

Triphenylmethyl-substituted alkynyl monomers I (R = H, Me) and II, required as part of a study concerning conjugated polyradicals, were prepared in multistep processes. Thus, II was prepared from Ph₃CH in 3 steps involving Friedel-Crafts monoacetylation with AcCl, followed by Vilsmeier formylation to give β-chloro aldehyde III, and elimination by KOH in aqueous MeOH/THF.

Synthesis published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Formula: C10H16O2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics