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Electric Literature of C16H21O3P. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Ligand- and Additive-Controlled Pd-Catalyzed Aminocarbonylation of Alkynes with Aminophenols: Highly Chemo- and Regioselective Synthesis of α,β-Unsaturated Amides. Author is Sha, Feng; Alper, Howard.

This work describes the chemo- and regioselective direct aminocarbonylation of alkynes withh aminophenols to form hydroxy-substituted α,β-unsaturated amides in good to excellent yields. The latter are valuable compounds in pharmaceuticals and natural products. By a simple choice of different ligands and additives, branched or linear isomers could be selectively formed in excellent regioselectivity. Using a combination of boronic acid and 5-chlorosalicylic acid (“”BCSA””) as the additives, linear amides were obtained in high yields and selectivities using 1,2-bis(di-tert-butylphosphinomethyl)benzene (DTBPMB) as the ligand. On the other hand, branched amides could be approached by introducing 1,3-bis(diphenylphosphino)propane as the ligand and p-TsOH·H2O as the additive. In addition to the hydroxyl group, other functional substituents, such as carboxyl and vinyl groups, could also be tolerated using this method. As an application of this strategy, the natural product avenanthramide A could be synthesized directly in 84% yield and in 99% regioselectivity via the carbonylation of 2-amino-5-hydroxybenzoic acid and 4-ethynylphenol. Further studies show that the ligands and the additives are keys to good yields and selectivities.

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Reference of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane. 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: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Reversed-Polarity Synthesis of Diaryl Ketones via Palladium-Catalyzed Cross-Coupling of Acylsilanes. Author is Schmink, Jason R.; Krska, Shane W..

Acylsilanes serve as acyl anion equivalent in a palladium-catalyzed cross-coupling reaction with aryl bromides to give unsym. diaryl ketones. Water plays a unique and crucial activating role in these reactions. High-throughput experimentation techniques provided successful reaction conditions initially involving phosphites as ligands. Ultimately, 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane was identified as giving a longer-lived catalyst with higher turnover numbers Its use, in conjunction with a palladacycle precatalyst, led to optimal reaction rates and yields. Scope and limitations of this novel method are presented along with initial mechanistic insight.

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McNulty, James; Nair, Jerald J.; Capretta, Alfredo published the article 《A synthesis of sulfonamide analogs of platensimycin employing a palladium-mediated carbonylation strategy》. Keywords: carbonylation palladium catalyzed halide; platensimycin sulfonamide analog preparation carbonylation.They researched the compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane( cas:97739-46-3 ).Related Products of 97739-46-3. 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:97739-46-3) here.

The monodentate ligand 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phenyl-6-phospha-adamantane (PA-Ph) is shown to be highly effective in palladium-catalyzed carbonylative cross-coupling. Aryl and vinyl halides were efficiently converted to carboxylic acids, amides and to primary, secondary, and tertiary esters, resp. Application of the Pd(OAc)2/PA-Ph (1:1) catalyst system proved critical in the methoxycarbonylation of a functionalized nitroresorcinol halide, allowing convenient access to novel platensimycin sulfonamide analogs (e.g. I).

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Reference of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Novel Class of Tertiary Phosphine Ligands Based on a Phospha-adamantane Framework and Use in the Suzuki Cross-Coupling Reactions of Aryl Halides under Mild Conditions. Author is Adjabeng, George; Brenstrum, Tim; Wilson, Jeffrey; Frampton, Christopher; Robertson, Al; Hillhouse, John; McNulty, James; Capretta, Alfredo.

Arylation or alkylation of the 1,3,5,7-tetramethyl-2,4,6-trioxa-8-phospha-adamantane allows for the preparation of sterically hindered tertiary phospha-adamantane phosphines I (R = Ph, 2-MeC6H4, n-C14H29), suitable for use in palladium-catalyzed cross-coupling reactions. For example, use of a catalytic system incorporating Pd2(dba)3 and I (R = Ph) promoted the Suzuki cross-coupling of aryl iodides, bromides, and activated chlorides with a variety of arylboronic acids at room temperature in a few hours with high yields.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 97739-46-3, is researched, Molecular C16H21O3P, about PdI2-Catalyzed Regioselective Cyclocarbonylation of 2-Allyl Phenols to Dihydrocoumarins, the main research direction is phenol allyl palladium phosphaadamantane trioxa ligand regioselective cyclocarbonylation catalyst; dihydrocoumarin methyl preparation.Formula: C16H21O3P.

A simple, efficient, and regioselective synthesis of 3-methyl-3,4-dihydrocoumarins is reported. The reaction of 2-allyl phenols with synthesis gas was catalyzed by PdI2, and 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane and 1,3,5,7-tetramethyl-6-tetradecyl-2,4,8-trioxa-6-phosphaadamantane were effective as ligands, affording good product selectivity in all cases.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Palladium-catalyzed C-O and C-C coupling reactions of electron-rich indoles.Electric Literature of C16H21O3P.

A novel palladium-catalyzed formation of indole aryl ethers is described. In general, the corresponding indole ethers are obtained in the presence of Pd(OAc)2 combined with N-phenyl-2-(di-1-adamantylphosphino)pyrrole in high yields.

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SDS of cas: 97739-46-3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Advancing Base-Metal Catalysis: Development of a Screening Method for Nickel-Catalyzed Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heterocycles. Author is Goldfogel, Matthew J.; Guo, Xuelei; Melendez Matos, Jeishla L.; Gurak, John A. Jr.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R..

Interest in replacing palladium catalysts with base metals resulted in the development of a 24-reaction screening platform for identifying nickel-catalyzed Suzuki-Miyaura reaction conditions. This method was designed to be directly applicable to process scale-up by employing homogeneous reaction conditions alongside stable and inexpensive nickel(II) precatalysts and has proven to be broadly suitable for complex heterocyclic substrates relevant to bioactive mols. These advances were enabled by the key discovery that a methanol additive greatly improves the reaction performance and enables the use of organic-soluble amine bases. The screening platform and scale-up workflow were applied to a representative cross-coupling using the antipsychotic perphenazine and enabled the rapid development of a gram-scale synthesis that highlighted the utility of this method and the advantages of nickel catalysis for metal remediation.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Palladium-Catalyzed anti-Michael Reductive Heck Reaction of α,β-Unsaturated Esters, the main research direction is palladium catalyzed anti Michael reductive Heck unsaturated ester.COA of Formula: C16H21O3P.

A general intermol. anti-Michael reductive Heck reaction of α,β-unsaturated esters with organobromides has been developed. Most topical classes of aryl, heteroaryl, and vinyl bromides were found to efficiently react with a variety of internal conjugated alkenes. This protocol set up a platform toward diverse α-arylated 1,6-dicarbonyl frameworks found in natural products and drugs, which are still highly challenging targets in traditional α-arylation protocols because of competitive selectivity of enolation. A removable directing group, gram-scale reaction, and modification of complex mols. have addnl. demonstrated that the anti-Michael reductive Heck reaction is a powerful complementary strategy to the classical α-arylation approaches. Preliminary mechanistic studies are consistent with our proposed mechanistic design.

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HPLC of Formula: 97739-46-3. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Highly regioselective rhodium-catalyzed hydroformylation of unsaturated esters: The first practical method for quaternary selective carbonylation. Author is Clarke, Matthew L.; Roff, Geoffrey J..

Highly regioselective hydroformylation of unsaturated esters can be achieved when a highly reactive, ligand-modified, rhodium catalyst is employed near ambient temperatures (15-50°C) and pressures over 30 bar. The use of 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phosphaadamantane shows distinct advantages over other commonly applied phosphanes in terms of reaction rate, and regio- and chemoselectivity. Hydroformylation of a range 1,1-di-, and 1,1,2-trisubstituted unsaturated esters yields quaternary aldehydes that are forbidden products according to Keulemans Rule. The aldehydes can be reductively aminated with mol. hydrogen to give β-amino acid esters in high yield. The overall green chem. process involves converting terminal alkynes into unusual β-amino acid esters with only water generated as an essential byproduct. This catalytic system has also been applied to the hydroformylation of simple 1,2-disubstituted unsaturated esters, which were hydroformylated with excellent α-selectivity and good chemoselectivity.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane( cas:97739-46-3 ) is researched.Safety of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane.Le, Christine M.; Hou, Xiao; Sperger, Theresa; Schoenebeck, Franziska; Lautens, Mark published the article 《An Exclusively trans-Selective Chlorocarbamoylation of Alkynes Enabled by a Palladium/Phosphaadamantane Catalyst》 about this compound( cas:97739-46-3 ) in Angewandte Chemie, International Edition. Keywords: stereoselective synthesis chloromethyleneoxindole; oxindole chloromethylene stereoselective synthesis; palladium phosphaadamantane catalyst chlorocarbamoylation alkyne; chlorocarbamoylation; cyclization; homogenous catalysis; palladium; phosphaadamantane. Let’s learn more about this compound (cas:97739-46-3).

Pharmaceutically relevant methylene oxindoles are synthesized by a palladium(0)-catalyzed intramol. chlorocarbamoylation reaction of alkynes. A relatively underexplored class of caged phosphine ligands is uniquely suited for this transformation, enabling high levels of reactivity and exquisite trans selectivity. E.g., in presence of Pd2(dba)3 and 1,3,5,7-tetramethyl-2,4,6-trioxa-8-phenyl-6-phosphaadamantane in toluene, intramol. chlorocarbamoylation of 2-TIPSCCC6H4NBnCOCl gave 96% 3-(chloromethylene)oxindole derivative (E)-I. This report entails the first transition-metal-catalyzed atom-economic addition of a carbamoyl chloride across an alkyne.

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