Palladium and Nickel Catalyzed Transformations Forming Functionalized Heterocycles
Title | Palladium and Nickel Catalyzed Transformations Forming Functionalized Heterocycles PDF eBook |
Author | Hyung Yoon |
Publisher | Springer Nature |
Pages | 236 |
Release | 2020-09-02 |
Genre | Science |
ISBN | 3030540774 |
This book presents Pd- and Ni-catalyzed transformations generating functionalized heterocycles. Transition metal catalysis is at the forefront of synthetic organic chemistry since it offers new and powerful methods to forge carbon–carbon bonds in high atom- and step-economy. In Chapter 1, the author describes a Pd- and Ni-catalyzed cycloisomerization of aryl iodides to alkyl iodides, known as carboiodination. In the context of the Pd-catalyzed variant, the chapter explores the production of enantioenriched carboxamides through diastereoselective Pd-catalyzed carboiodination. It then discusses Ni-catalyzed reactions to generate oxindoles and an enantioselective variant employing a dual ligand system. Chapter 2 introduces readers to a Pd-catalyzed diastereoselective anion-capture cascade. It also examines diastereoselective Pd-catalyzed aryl cyanation to synthesize alkyl nitriles, a method that generates high yields of borylated chromans as a single diastereomer, and highlights its synthetic utility. Lastly, Chapter 3 presents a Pd-catalyzed domino process harnessing carbopalladation, C–H activation and π-system insertion (benzynes and alkynes) to generate spirocycles. It also describes the mechanistic studies performed on these reactions.
Heterocycles from Transition Metal Catalysis
Title | Heterocycles from Transition Metal Catalysis PDF eBook |
Author | András Kotschy |
Publisher | Springer Science & Business Media |
Pages | 224 |
Release | 2005-09-30 |
Genre | Science |
ISBN | 9781402036248 |
"Heterocycles from Transition Metal Catalysis: Formation and Functionalization" provides a concise summary of the prominent role of late transition metal (palladium, nickel, copper) catalysed processes in the synthesis and functionalization of heterocyclic systems. It gives an introduction to catalytic transformations, an overview of the most important reaction types, and presents synthetically useful catalytic processes classified by the target system and the type of transformation. The book provides a representative selection of transition metal catalysed reactions transformations that are relevant in heterocyclic chemistry. In this way, the authors present a useful resource for members of the academic community looking for a textbook as well as industrial chemists in search of a reference book. This book will be an invaluable resource for synthetic chemists, medicinal chemists, and those more generally interested in applied catalysis.
Palladium and Nickel Catalyzed Transformations Forming Functionalized Dihydroisoquinolinones, Chromans, Dihydrobenzofurans and Oxindoles
Title | Palladium and Nickel Catalyzed Transformations Forming Functionalized Dihydroisoquinolinones, Chromans, Dihydrobenzofurans and Oxindoles PDF eBook |
Author | Hyung Yoon |
Publisher | |
Pages | 0 |
Release | 2019 |
Genre | |
ISBN |
Advances in Heterocyclic Chemistry
Title | Advances in Heterocyclic Chemistry PDF eBook |
Author | Eric F.V. Scriven |
Publisher | Elsevier |
Pages | 296 |
Release | 2023-02-07 |
Genre | Science |
ISBN | 0443193150 |
Advances in Heterocyclic Chemistry, Volume 139, the latest release in this definitive series on the field of heterocyclic chemistry, combines descriptive synthetic chemistry and mechanistic insights to yield an understanding on how chemistry drives the preparation and useful properties of heterocyclic compounds. Topics in this new release include Application of the Fischer indole synthesis in medicinal chemistry, Oxindole Synthesis via C-H Activation Methods, Ring-Closing Metathesis in the Synthesis of Fused Indole Structures, Synthesis of fuller heterocycles, The Literature of Heterocyclic Chemistry, Part XX, 2020, and Heterocyclic Zwitterions Based on Coupled Polymethines. Presents what is considered to be the definitive serial in the field of heterocyclic chemistry Serves as the go-to reference for organic chemists, polymer chemists and many biological scientists Provides the latest comprehensive reviews written by established authorities in the field Combines descriptive synthetic chemistry and mechanistic insights to enhance understanding on how chemistry drives the preparation and useful properties of heterocyclic compounds
Palladium Catalyzed Synthesis of Functionalized Heterocycles
Title | Palladium Catalyzed Synthesis of Functionalized Heterocycles PDF eBook |
Author | Imran Malik |
Publisher | LAP Lambert Academic Publishing |
Pages | 140 |
Release | 2011-09 |
Genre | |
ISBN | 9783846503188 |
Transition metals (Pd, Ni, Cu, Fe, Au) have played significant role in organic chemistry for creating organic molecules. One metal palladium with different ligands is being used as efficient catalyst for C-C bond formation. Palladium catalyzed reactions are used in the synthesis of many natural products, pharmaceutical drugs and advance materials. In this research work, Heck, Suzuki and Sonogashira reactions of di and tri halogenated and dihydroxy heterocycles (benzothiophene, pyrazine, quinoxaline, pyrimidine, furan and flavone) with photophysical properties of some alkynylated products of Pyrimidines and furans, have been studied in detail.
Development of New Classes of Palladium and Nickel Catalyzed Carbonylation Reactions
Title | Development of New Classes of Palladium and Nickel Catalyzed Carbonylation Reactions PDF eBook |
Author | Jevgenijs Tjutrins |
Publisher | |
Pages | |
Release | 2017 |
Genre | |
ISBN |
"This thesis describes the development of new palladium and nickel catalyzed carbonylation reactions to efficiently and rapidly generate products with minimal waste. These reactions can be carried out using commercially and/or readily available starting materials, including imines, acid chlorides, aryl iodides, alkynes, alkenes and carbon monoxide. In chapter 2, we describe a palladium catalyzed carbonylative synthesis of polysubstituted imidazoles. This transformation involves a tandem catalytic process, where a single palladium catalyst mediates both the carbonylation of aryl halides to form acid chlorides, as well as cyclocarbonylation of a-chloroamides, to generate 1,3-dipoles. Finally, a regioselective 1,3-dipolar cycloaddition with electron poor imines furnishes tetra-substituted imidazoles. Overall this provides a route to prepare imidazoles from five readily available building blocks: two electronically distinct imines, aryl halides and two molecules of CO. In chapter 3, we describe a nickel catalyzed approach to synthesize of isoindolinones via the carbonylation of aryl iodides in the presence of imines. In this, the nickel catalyzed in situ generation of acid chlorides via aryl halide carbonylation allows the formation of a chloroamides, which in turn undergo an intramolecular cyclization to form isoindolinones. This reaction offers an efficient alternative to traditional syntheses of isoindolinones, which often require the initial assembly of the appropriate aryl-tethered precursors for cyclization. In chapter 4, we describe the development of a palladium catalyzed, electrophilic approach to the carbonylative C-H bond functionalization of a range of heterocycles. Mechanistic studies show that the Pd/PtBu3 catalyst can mediate the in situ formation of highly electrophilic aroyl iodide intermediates, which react with heterocycles forming aryl-(hetero)aryl ketones. This provides a general methodology to construct ketones from aryl iodides and electron rich heterocycles without the need to prefunctionalize the heterocycle, install directing groups, or exploit high energy starting materials (e.g. acid chlorides). Chapter 5 describes mechanistic studies on the palladium catalyzed multicomponent synthesis of 1,3-oxazolium-5-olates (Münchnones). Previous work in our laboratory has shown that Münchnones can be generated via the palladium catalyzed multicomponent coupling of acid chlorides, imines and CO. In order to better understand this reaction, we synthesized and characterized key reactive intermediates, studied stoichiometric model reactions, and performed kinetic studies on catalytic reaction. These allowed the elucidation of the role of the catalyst structure, rate determining steps, as well as the importance of off cycle steps in this transformation. In chapter 6, we show how the mechanistic insights laid out in the previous chapter can be applied to create a highly active catalytic system for synthesis of 1,3-oxazolium-5-olates. By employing a sterically encumbered pyrrole-based phosphine ligand, which can be more easily displaced by carbon monoxide for carbonylation, we have created a catalyst that is more than ten times more active that previous systems for this reaction. When coupled with alkyne cycloaddition, this offers a broadly generalizable route to form polysubstituted pyrroles from simple imines, acid chlorides and alkynes. This approach has been applied to the multicomponent synthesis of Atorvastatin (i.e., Lipitor). " --
Palladium Assisted Synthesis of Heterocycles
Title | Palladium Assisted Synthesis of Heterocycles PDF eBook |
Author | Navjeet Kaur |
Publisher | CRC Press |
Pages | 482 |
Release | 2019-05-01 |
Genre | Medical |
ISBN | 1351242598 |
This book is a compilation of the recent applications of palladium catalysts in organic synthesis. The book demonstrates that it is a highly dynamic research field. This methodology has emerged as a powerful tool for the efficient and chemoselective synthesis of heterocyclic molecules. In the past few years, several strategies have been pointed out to pursue more efficient, sustainable, and environment friendly chemical processes. Among those strategies, catalysis and the design of new processes that avoid the use of toxic reagents have been the focus of intense research.