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Showing 1 to 20 of 94 for “"Bromides"”.
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The Pd-catalyzed fluorination of (hetero)aryl bromides and triflates
… method for the Pd-catalyzed fluorination of aryl bromides and iodides is described using a combination of AgF and various additives, most commonly KF. Preliminary studies suggest that the additive is necessary to promote an otherwise difficult transmetallation step. In addition, the use of a …
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STEREOSPECIFIC SUZUKI-MIYAURA CROSS-COUPLING OF CHIRAL BENZYLIC BORONIC ESTERS AND VINYL BROMIDES
The Suzuki-Miyaura cross-coupling reaction is a powerful method for the construction of carbon-carbon bonds in academia and industry. Despite extensive research in this area and the significance of the reaction, it is most often employed to prepare flat, Csp2-Csp2 bonds between two aryl groups. …
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The development of palladium-catalyzed cross-coupling reactions of allylic silanolate salts with aromatic bromides
… silanolate salts with a wide variety of aromatic bromides was developed. The coupling of sodium allyldimethylsilanolate and 2-butenyldimethylsilanolate required extensive optimization to deliver the expected products in high yields. The reaction of the allyldimethylsilanolate takes place at 85 °C …
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New Methods for the Formation of Methyl Bearing Stereogenic Centers via Methylketene Dimerization and Free Radical Additions to Allyl Bromides
… addition/elimination reaction involving allyl bromides. The first method, the asymmetric dimerization of methyl ketene, followed by an asymmetric aldol reaction and the appropriate functional group manipulations enabled us to construct the (2S, 4S, 6S) trimethylnonyl subunit found in the …
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Development and mechanistic investigation of the palladium-catalyzed α-arylation of aldehydes and N-arylation of ammonia
… (DPPF) coupled linear aldehydes with aryl bromides, and catalysts generated from APC and Q-phos coupled branched aldehydes with aryl bromides and chlorides. Arylpalladium enolate complexes of aldehydes were proposed as intermediates in this process, and these complexes were isolated and …
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The palladium-catalyzed synthesis of organic amines
… system for the coupling of anilines with aryl bromides. The bisphosphine is easily prepared in large quantity and at low cost by a known procedure. The catalyst system is effective in coupling reactions involving a variety of substrates, including electron-poor anilines or electron-rich aryl …
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Palladium-catalyzed C-N cross-coupling and application to the synthesis of delayed singlet emitters for OLED development
… and amination of five-membered heterocyclic bromides containing multiple heteroatoms are described. These methods provide efficient access to N-arylated imidazoles and pyrazoles in moderate to excellent yields. In Chapter 3, a series of novel triptycene-based compounds were synthesized using …
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Development and Mechanistic Investigation of the Palladium-Catalyzed Alpha-Arylation of Aldehydes and N-Arylation of Ammonia
… for the coupling of ammonia with aryl chlorides, bromides, iodides, and sulfonates. The couplings of ammonia with this catalyst conducted with a solution of ammonia in dioxane formed primary arylamines from a variety of aryl electrophiles in high yields. Catalyst loadings as low as 0.1 mol % were …
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Palladium catalyzed cross-coupling reactions of allyl- and vinylsilanes
… of γ-substituted allylic silanolates with aryl bromides was investigated. It was discovered that γ-selectivity is heavily influenced by the substituents at silicon. It is proposed that undergoing an activated pathway significantly lowers the selectivity of the reaction. A major side-product of …
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Nickel-catalyzed Suzuki-Miyaura reactions of unactivated halides with alkyl boranes and planar-chiral borabenzene catalysts for Diels-Alder reactions
… coupling reaction of unactivated alkyl bromides and alkyl boranes to include unactivated alkyl chlorides. The new method is adapted for use outside of a glove box and is also found to be applicable not only to the coupling of primary chlorides, but also to the coupling of bromides and …
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Palladium-catalyzed C-N and C-O cross-coupling reactions
… for a wide range of (hetero)aryl chlorides and bromides under mild conditions. Chapter 2: This chapter relates the development of the Pd-catalyzed C-O coupling of primary alkyl alcohols. The reaction of primary aliphatic alcohols bearing [beta]-hydrogen atoms can lead to undesired [beta]-hydride …
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Development and application of palladium-catalyzed carbon-nitrogen bond forming reactions
… a-Substituted Optically Active Amines with Aryl Bromides. The palladium-catalyzed coupling reaction of enantiomerically enriched a-substituted amines with aryl bromides is described. The choice of ligand in the palladium-catalyzed coupling reaction is critical to the formation of chiral aniline …
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Manganese-catalyzed carbonylation of alkyl iodides
The palladium-catalyzed cross-coupling of aryl bromides with zirconocene-benzyne complexes has been investigated by S.L. Buchwald and coworkers. This method allows the formation of substituted biphenyls and terphenyls, however only two ortho-substituents are tolerated in this transformation. The …
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The development of palladium-catalysts for organic synthesis
… Chapter 2. The direct transformation of aryl bromides into the corresponding Weinreb amides via Pd-catalyzed aminocarbonylation at atmospheric pressure is described. Electron-deficient, -neutral and -rich aryl bromides were all efficiently transformed to product. Furthermore, the process …
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Transition metal-catalyzed cross-coupling reactions of functionalized organometallic reagents
… alkylzinc halides and benzylic zinc bromides with functionalized alkyl iodides in the presence of TBAI · the application of alkyl bromides in a Csp3-Csp3 cross-coupling reaction. Furthermore, · the presence of sensitive functional groups such as an amino function with an unprotected …
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