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Showing 1 to 20 of 22 for “"C-H amination"”.
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Manganese-catalyzed intermolecular benzylic C–H amination
… molecule. While selective intramolecular C—H amination reactions are known, intermolecular C—H amination reactions with high reactivity and selectivity are scarce. Achieving high levels of reactivity while maintaining excellent site-selectivity and functional group tolerance remains an …
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New frontiers in allylic C––H amination via palladium/sulfoxideoxazoline catalysis
… methods for Pd(II)-catalyzed allylic C––H amination exists. However, all these reactions proceed via near ligandless conditions (e.g. reversibly coordinating sulfoxide ligands) and require benzoquinone oxidant to coordinate to Pd metal to promote the functionalization step (known as “serial …
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New horizons of aliphatic C—H amination and hydroxylation reactions with manganese catalysis
… on developing novel manganese catalysts for C—H amination and C—H hydroxylation reactions with unprecedented amalgamation of high reactivity with strong C—H bonds (2º and even 1º) while maintaining high chemoselectivity for aromatic -functionalities. These new catalysts afford opportunities to …
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Development of palladium catalyzed intramolecular allylic C―H amination and oxidation towards pharmacological motifs
… Pd(II)/bis-sulfoxide-catalyzed allylic C—H amination reaction en route to syn-1,3-amino alcohol motifs is first demonstrated. This reactivity is achieved under mild conditions through the use of electron-deficient N-nosyl carbamate nucleophiles. These nucleophiles are thought to promote …
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METAL-FREE SELECTIVE SP3 C-H IMINATION AND COVALENT POSTSYNTHETIC MODIFICATION OF POLYSTYRENE BY DIRECT C-H AMINATION
… demand for methods enabling direct alkane C–H amination. Alkylamines are commonly found as natural products and bioactive compounds, and amino functionalization can improve the properties of commodity polymers. Transition-metal-catalyzed C–H amination has emerged as a powerful tool for C–N bond …
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C(sp3)-H aminations under first row transition metal catalysis
… to introduce nitrogen (e.g. Mannich, reductive amination) often rely on pre-existing functionality and require additional transformations such as oxidation state changes and/or protecting group maniuplations. C—H amination represents a powerful alternative synthetic strategy. This approach …
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INTRAMOLECULAR CARBON-NITROGEN COUPLING FROM ISOLATED MONOHYDROCARBYL PALLADIUM(IV) COMPLEXES PREPARED USING H2O2 AS TERMINAL OXIDANT
… a Pd(0)/Pd(II) catalytic cycle (Buchwald-Hartwig amination). A newer, more atom-economical approach to the synthesis of amines is based on oxidative C-H amination. Recent studies of C-H amination propose the involvement of Pd(II)/Pd(IV) catalytic cycle through a C-H activation step. This work …
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Total synthesis and anticancer evaluation of all known communesin alkaloids and related complex derivatives
… by either a new silver-promoted nucleophilic amination or a rhodium-catalyzed C-H amination protocol.
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The Design and Application of Ion-paired Ligands to Address Selectivity Challenges in Transition Metal Catalysed Oxygen and Nitrogen Transfer Reactions
… C-H borylation, and rhodium-catalysed C-H amination and alkene aziridination. Chapter 2 explores the synthesis of novel ion-paired metalloporphyrins. Porphyrins are a privileged class of ligand that are challenging to render chiral. In this work, we executed the synthesis of novel porphyrin …
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C—H oxidation reactions: development and application
… of the first general, linear allylic C—H amination reaction, as well as applications of a biomimetic non-heme iron catalyst towards generating diverse oxidation products and exploring biological pathways. Linear allylic amines are a common motif found in many organic molecules; however, …
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Development of base metal-catalyzed C—H functionalization reactions
… of two novel base metal catalysts for C—H amination and alkylation that proceed through high-valent metallonitrene and carbene intermediates. First, a C—H amination catalyst, manganese tert-butylphthalocyanine [Mn(tBuPc)], is described. This catalyst is an outlier to the …
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APPLY LADDER OF CHEMICAL CIRCULARITY: RECYCLING OF RARE EARTH ELEMENTS RECOVERED FROM ELETRONIC WASTE AS A CATALYST IN ORGANIC REACTION.
… propiolate) followed by Cu(II)- catalysed C-H amination (through reaction with an amine), which resulted in satisfactory yields and selectivity. These results are reported in Chapter 5. The final part of the thesis is focused to the synthesis of Tezacaftor, focusing on an alternative and …
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The Application and Evolution of Chiral Ion-Paired Rhodium(II,II) Tetracarboxylate Catalysts for Enantioselective Nitrene Transfer
… and demonstrates the highly enantioselective C−H amination of hydrocinnamyl alcohols and the aziridination of allylic alcohols for the first time, in collaboration with Dr. Shotaro Takano and Dr. Alexander Fanourakis. Control over additional aspects including site-selectivity, chemoselectivity and …
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Total Synthesis of Oligomeric Cyclotryptamine Alkaloids
… an advanced intermediate and metal-catalyzed C–H amination reactions in challenging settings. II. Iterative, Diazene-Directed Total Synthesis of (+)-Quadrigemine H, (+)-Isopsychotridine C, (+)-Oleoidine, and (+)-Caledonine We describe the unified enantioselective total synthesis of the …
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Total synthesis of cyclotryptamine and diketopiperazine alkaloids and biosynthetic pathway investigation of unsymmetrical diketopiperazine dimers
… The application of Rh- and Ir-catalyzed C-H amination reactions in complex settings were used to gain rapid access to C3a- and C7-functionalized cyclotryptamine monomers, respectively, used for diazene synthesis. II. Total Synthesis of (-)-Naseseazine C and Identification of its Biosynthetic …
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Zincative Functionalization of C–H Bonds Using Lithium Amide Zincate Bases
… C–H functionalization. </p><p>The direct C–H amination of a wide scope of arenes and heteroarenes has been achieved by copper-catalyzed electrophilic amination with O-benzoyl hydroxylamines. Key to the expanded scope of substrates is the use of a lithium zincate base, Li[ZnEt2TMP] which can …
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Linear allylic C-H oxidation: methods and utility
… with the intera- and inter-molecular allylic C-H amination reactions developed in our lab.
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Palladium-mediated C–H Functionalization of Aliphatic Amines via High Valent Palladium(IV) Intermediates
… of a Pd-catalyzed intramolecular γ C–H amination process to form azetidine products from hindered cyclic amines. Following this, aryl halides containing coordinating groups at the ortho position were discovered as efficient palladacycle oxidants in which the ortho-group pre-coordinates …
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Synthetic diversity in C-H activation: development of selective and efficient C-H functionalization reactions
… the development of novel C−H oxidation and amination reactions as new strategies for simplifying and diversifying synthetic sequences. First, harnessing the abundance of α-olefins as starting materials, palladium (II) catalysis is used to effect a divergent intramolecular allylic C−H …
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