Tag: M.W:300-400

SDS of cas: 141556-42-5. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, is researched, Molecular C21H24N2, CAS is 141556-42-5, about The [(NHC)B(H)C6F5]+ Cations and Their [B](H)-CO Borane Carbonyls.

Hydride abstraction from the heterocyclic carbene borane adducts (NHC)BH2C6F5 (NHC: IMes or IMe4) gave the B-H containing [(NHC)B(H)C6F5]+ borenium cations. They added carbon monoxide to give the resp. [(NHC)B(H)(C6F5)CO]+ boron carbonyl cations. Carbon nucleophiles add to the boron carbonyl to give [B](H) acyls. Hydride reduced the [B]CO cation to hydroxymethylborane derivatives

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Formula: C21H24N2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, is researched, Molecular C21H24N2, CAS is 141556-42-5, about Density Functional Theory Mechanistic Study of Ni-Catalyzed Reductive Alkyne-Alkyne Cyclodimerization: Oxidative Cyclization versus Outer-Sphere Proton Transfer. Author is Ren, Xiaojian; Lu, Yu; Lu, Gang; Wang, Zhi-Xiang.

D. functional theory mechanistic study of the nickel-catalyzed reductive alkyne-alkyne cyclodimerization with CH3OH/BEt3 unveils that, after forming a nickel-alkyne π complex, the reaction prefers outer-sphere proton transfer rather than the common alkyne-alkyne oxidative cyclization. The outperformance of aminophosphine ligand (L1) is attributed to its bidentate coordination that favors the proton transfer, the labile -NH2 and strong electron-donating -PPh2 arms and adequate Ni-P distance that allow the hydrogen transfer of the Et group of MeO-BEt3-.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Nielsen, Daniel K.; Nielsen, Laura L.; Jones, Spencer B.; Toll, Lawrence; Asplund, Matthew C.; Castle, Steven L. researched the compound: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane( cas:132098-59-0 ).Name: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane.They published the article 《Synthesis of Isohasubanan Alkaloids via Enantioselective Ketone Allylation and Discovery of an Unexpected Rearrangement》 about this compound( cas:132098-59-0 ) in Journal of Organic Chemistry. Keywords: hasubanan alkaloid asym synthesis stereoselective ketone allylation; pinacol rearrangement hasubanan alkaloid asym synthesis; isohasubanan alkaloid asym synthesis stereoselective ketone allylation; analgesic activity isohasubanan alkaloid asym synthesis. We’ll tell you more about this compound (cas:132098-59-0).

A synthesis of the hasubanan alkaloids hasubanonine, runanine, and aknadinine via a unified route was attempted. Construction of key phenanthrene intermediates by a Suzuki coupling-Wittig olefination-ring-closing metathesis sequence allowed a convergent and flexible approach. Conversion of the phenanthrenes into the target structures was projected to involve six steps including phenolic oxidation, ketone allylation, anionic oxy-Cope rearrangement, and acid-promoted cyclization. The final step was thwarted by a pinacol-like rearrangement that delivered the unnatural isohasubanan alkaloid skeleton. The structures of the products were established by exhaustive NMR experiments and confirmed by GIAO 13C NMR calculations of runanine, isorunanine, and three other isomers. These computations revealed some inconsistencies with the benzene solvent correction which suggest that caution should be used in employing this algorithm. The previously reported synthesis of (±)-isohasubanonine was transformed into an enantioselective synthesis of (-)-isohasubanonine (I) by the discovery that Nakamura’s chiral bisoxazoline-ligated allylzinc reagent mediates the enantioselective allylation of ketone II in 93% ee. This method could be extended to three other structurally related ketones (92-96% ee), and the enantioselective syntheses of two other isohasubanan alkaloids, isorunanine and isoaknadinine, were accomplished. (±)-Isohasubanonine was found to be an ineffective analgesic agent.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Grell, Yvonne; Xie, Xiulan; Ivlev, Sergei I.; Meggers, Eric published the article 《Enantioselective α-Fluorination and α-Chlorination of N-Acyl Pyrazoles Catalyzed by a Non-C2-Symmetric Chiral-at-Rhodium Catalyst》. Keywords: chiral rhodium catalyst preparation; fluorinated alpha chlorinated acyl pyrazole enantioselective preparation; acyl pyrazole chiral rhodium catalyst fluorination chlorination.They researched the compound: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane( cas:132098-59-0 ).Related Products of 132098-59-0. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:132098-59-0) here.

A non-C2-sym. and sterically demanding chiral-at-rhodium catalyst was demonstrated to efficiently catalyze the highly enantioselective α-fluorination [up to >99% enantiomeric excess (ee)] and α-chlorination (up to 98% ee) of N-acyl pyrazoles to afford α-fluorinated/chlorinated N-acyl pyrazoles I [R = Pr, Ph, 3-thienyl, ets.; R1 = F, Cl] in high yields. Based on two sterically distinct cyclometalating ligands, the nonracemic rhodium(III) catalyst could conveniently be accessed in an enantiomerically pure fashion (>99% ee) via an established auxiliary-mediated approach. Comparison of the catalytic performance with the related C2-sym. rhodium catalysts revealed the explicit superiority of the non-C2-sym. design for the presented α-halogenation reactions, which were generally featured by a very simple synthetic protocol.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Reference of Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane, is researched, Molecular C19H18N2O2, CAS is 132098-59-0, about Enantioselective propargylic oxidation. Author is Clark, J. Stephen; Tolhurst, Keith F.; Taylor, Mark; Swallow, Steven.

Benzoyl esters of propargylic alcs., RCCCHR1O2Ph (R = H, Me, Et, Ph, Me3Si; R1 = Me, Et, propyl) can be prepared in an enantioselective manner by direct copper-catalyzed acyloxylation of alkynes RCCCH2R1 with PhCO2OCMe3. High product yields and reasonable levels of induction are obtained upon the oxidation of non-terminal alkynes with excess perester using copper-bisoxazoline complexes as catalysts.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Chemistry – A European Journal called Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions, Author is Guan, Yong; Attard, Jonathan W.; Mattson, Anita E., which mentions a compound: 132098-59-0, SMILESS is C1(CC2=N[C@@H](C3=CC=CC=C3)CO2)=N[C@@H](C4=CC=CC=C4)CO1, Molecular C19H18N2O2, Electric Literature of C19H18N2O2.

The stereocontrolled construction of biol. relevant chromanones and tetrahydroxanthones were achieved through the addition of alkynes to benzopyrylium trilfates under the influence of copper bis(oxazoline) catalysis. Excellent levels of enantiocontrol (63-98% ee) were achieved in the addition of a variety of alkynes to an array of chromenones with a hydrogen in the 2-position. Promising levels of enantiocontrol (54-67% ee) were achieved in the alkynylation of chromenones with esters in the 2-position, generating tertiary ether stereocenters resembling those frequently found in naturally occurring metabolites.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Application In Synthesis of Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane, is researched, Molecular C19H18N2O2, CAS is 132098-59-0, about Scope and limitations of chiral bis(oxazoline) ligands in the copper-catalysed asymmetric cyclopropanation of trisubstituted alkenes. Author is Ostergaard, N.; Jensen, J. F.; Tanner, D..

A series of derivatives of 3-methyl-2-buten-1-ol, Me2C:CHCH2OR (R = Ac, PhCH2, 4-O2NC6H4CO, etc.), has been used to test the scope and limitations of the copper-catalyzed asym. cyclopropanation of trisubstituted alkenes by Et diazoacetate in the presence of C2-sym. bis(oxazoline) ligands. In the best case, a trans/cis ratio of 91:9, with 92% ee for the major isomer, was obtained from the reaction of the p-methoxybenzoate derivative The highest ee was 95%, for the trans isomer of a 80:20 diastereomer mixture (acetate derivative).

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene( cas:141556-42-5 ) is researched.Recommanded Product: 141556-42-5.Hierlmeier, Gabriele; Uttendorfer, Maria K.; Wolf, Robert published the article 《Di-tert-butyldiphosphatetrahedrane as a building block for phosphaalkenes and phosphirenes》 about this compound( cas:141556-42-5 ) in Chemical Communications (Cambridge, United Kingdom). Keywords: crystal structure mol phosphaalkene phosphirene diphosphatetrahedrane derivative optimized preparation. Let’s learn more about this compound (cas:141556-42-5).

The remarkable ‘mixed’ diphosphatetrahedrane (tBuCP)2 (1) – which is both the elusive dimeric form of the phosphaalkyne tBuCP and an isolobal analog of the important industrial feedstock P4 – was recently isolated for the first time; however, its chem. remains unexplored. Herein we report that treatment of 1 with various N-heterocyclic carbenes readily yields unusual, unsaturated organophosphorus motifs. These results demonstrate the significant potential of 1 as a building block for the synthesis of previously unknown organophosphorus compounds

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Englert, Lukas; Stoy, Andreas; Arrowsmith, Merle; Muessig, Jonas H.; Thaler, Melanie; Deissenberger, Andrea; Haefner, Alena; Boehnke, Julian; Hupp, Florian; Seufert, Jens; Mies, Jan; Damme, Alexander; Dellermann, Theresa; Hammond, Kai; Kupfer, Thomas; Radacki, Krzysztof; Thiess, Torsten; Braunschweig, Holger published the article 《Stable Lewis Base Adducts of Tetrahalodiboranes: Synthetic Methods and Structural Diversity》. Keywords: stable Lewis base adduct tetrahalodiborane preparation crystal mol structure; phosphine carbene isonitrile tetrahalodiborane adduct preparation structural diversity; Lewis base adducts; NMR spectroscopy; crystallography; ligand exchange; tetrahalodiboranes.They researched the compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene( cas:141556-42-5 ).Formula: C21H24N2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:141556-42-5) here.

A series of 22 new bis(phosphine), bis(carbene), and bis(isonitrile) tetrahalodiborane adducts has been synthesized, either by direct adduct formation with highly sensitive B2X4 precursors (X = Cl, Br, I) or by ligand exchange at stable B2X4(SMe2)2 precursors (X = Cl, Br) with labile dimethylsulfide ligands. The isolated compounds have been fully characterized using NMR spectroscopy, elemental anal., and, for 20 of these compounds, single-crystal x-ray diffraction, revealing an unexpected variation in the bonding motifs. In addition to the classical B2X4L2 diborane(4) bis-adducts, certain more sterically demanding carbene ligands induce a halide displacement which led to the first halide-bridged monocationic diboron species, [B2X3L2]A (A = BCl4, Br, I). Furthermore, low-temperature 1:1 reactions of B2Cl4 with sterically demanding N-heterocyclic carbenes led to the formation of kinetically unstable mono-adducts, one of which was structurally characterized. A comparison of the NMR spectra and structural data of new and literature-known bis-adducts shows several trends pertaining to the nature of the halides and the stereoelectronic properties of the Lewis bases employed.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Schowner, Roman; Elser, Iris; Benedikter, Mathis; Momin, Mohasin; Frey, Wolfgang; Schneck, Tanja; Stoehr, Laura; Buchmeiser, Michael R. published the article 《Origin and Use of Hydroxyl Group Tolerance in Cationic Molybdenum Imido Alkylidene N-Heterocyclic Carbene Catalysts》. Keywords: molybdenum carbene imido phenolate imidazolate alcoholate preparation metathesis catalyst; acyclic diene metathetic polymerization catalyst molybdenum alkylidene NHC complex; ring opening metathetic polymerization catalyst molybdenum alkylidene NHC complex; alc inhibition tolerance molybdenum alkylidene NHC metathetic polymerization catalyst; crystal structure molybdenum alkylidene NHC imido metathetic polymerization catalyst; mol structure molybdenum alkylidene NHC imido metathetic polymerization catalyst; N-heterocyclic carbenes; alcohols; molybdenum; olefin metathesis.They researched the compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene( cas:141556-42-5 ).Recommanded Product: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:141556-42-5) here.

Molybdenum imido alkylidene phenolate, imidazolate and alcoholate complexes were prepared as catalysts for metathetic polymerization of cycloalkenes and acyclic dienes. The origin of hydroxyl group tolerance in neutral and especially cationic molybdenum imido alkylidene N-heterocyclic carbene (NHC) complexes has been investigated. A wide range of catalysts was prepared and tested. Most cationic complexes can be handled in air without difficulty and display an unprecedented stability towards water and alcs. NHC complexes were successfully used with substrates containing the hydroxyl functionality in acyclic diene metathesis polymerization, homo-, cross and ring-opening cross metathesis reactions. The catalysts remain active even in 2-PrOH and are applicable in ring-opening metathesis polymerization and alkene homometathesis using alcs. as solvent. The use of weakly basic bidentate, hemilabile anionic ligands such as triflate or pentafluorobenzoate and weakly basic aromatic imido ligands in combination with a sterically demanding 1,3-dimesitylimidazol-2-ylidene NHC ligand was found essential for reactive and yet robust catalysts.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles