Synthesis of Aza-bicyclic Compounds Via Palladium-catalyzed Cascade Cyclization Reactions PDF Download

Author: Kai-yip Lo
Publisher:
ISBN:
Category : Organic cyclic compounds
Languages : en
Pages : 0

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Author: Kai-Yip Lo
Publisher:
ISBN: 9781361291627
Category :
Languages : en
Pages :

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Author: Kai-yip Lo
Publisher:
ISBN:
Category : Organic cyclic compounds
Languages : en
Pages : 704

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Author: Wei Du
Publisher:
ISBN: 9781361385456
Category :
Languages : en
Pages :

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This dissertation, "Palladium-catalyzed oxidative cascade cyclizations via C-N/C-C formation for synthesis of nitrogen heterocycles" by Wei, Du, 杜玮, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled PALLADIUM-CATALYZED OXIDATIVE CASCADE CYCLIZATIONS VIA C-N/C-C FORMATION FOR SYNTHESIS OF NITROGEN HETEROCYCLES submitted by Du Wei for the Degree of Doctor of Philosophy at The University of Hong Kong in May 2014 Pd(II)-catalyzed oxidative amination of alkenes is a versatile method to construct N-containing heterocycles which are found in many biologically active synthetic targets, including natural products and pharmaceuticals. Considering the efficiency of the cascade reaction, we have employed this protocol to synthesize nitrogen heterocycles (including chiral ones) via Pd(II)-catalyzed C-N/C-C bond formation. We have developed a highly efficient enantioselective method for oxidative cascade cyclization of acrylamides tethered alkene using Pd(TFA) /diPh-pyrox as catalyst under a mild aerobic condition (Scheme 1). A series of pyrrolizidine derivatives, such as 2.4a, 2.2h, and 2.2n, have been synthesized in good yields and excellent enantioselectivity. The mechanism study has indicated that the cyclization reaction proceeded through both trans-/cis-aminopalladation (AP) with a ratio of ca. 3:1 (Scheme 2). Besides, we have found that some factors, including the counterions of Pd(II) complexes, the electronic density of the isolated double bond and the steric bulkiness of ligands, affect the stereochemical selectivity in the aminopalladation step. This study has important implications for designing new catalyst systems for enantioselective Pd-catalyzed oxidative amination reactions. We have also disclosed the first enantioselective Pd(II)-catalyzed oxidative aminoarylation reaction (Scheme 3). The reactions were carried out with Pd(OAc) /β-ICD as catalyst to synthesize indoline derivatives, such as 3.2a, 3.2b and 3.2i, in moderate to good yields with moderate enantioselectivity. Base on previous successful cascade reactions of aminopalladation/C(sp )-H functionalization, we have developed a palladium (II)-catalyzed oxidative cascade aminoalkylation via aminopalladation/C(sp )-H activation for divergent synthesis of three-membered-ring (i.e. 4.2ag, 4.2an and 4.2ar) or five-membered-ring (i.e. 4.3aa, 4.3ad and 4.3bs) fused indolines (Scheme 4). The benzylic C-H and the C-H at -position of anilides can be selectively activated under different reaction conditions. 3 This is the first example of palladium catalyzed C(sp )-H activation without employment of prefunctionalized reagents (halogenated or boron-containing reagents) and directing groups, representing a green and economic protocol for construction of N-containing heterocycles. Scheme 1 Scheme 2 Scheme 3 Scheme 4 DOI: 10.5353/th_b5312312 Subjects: Heterocyclic compounds - Synthesis Organopalladium compounds

Author: Armin de Meijere
Publisher: John Wiley & Sons
ISBN: 3527655603
Category : Science
Languages : en
Pages : 1640

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This three volume book is the follow-up handbook to the bestselling volume "Metal-Catalyzed Cross-Coupling Reactions", the definitive reference in the field. In line with the enormous developments in this area, this is not a new edition, but rather a new book in three volumes with over 50% more content. This new content includes C-H activation, shifting the focus away from typical cross-coupling reactions, while those topics and chapters found in de Meijere/Diederich's book have been updated and expanded. With its highly experienced editor team and the list of authors reading like an international Who's-Who in the field, this work will be of great interest to every synthetic chemist working in academia and industry.

Author: Lutz F. Tietze
Publisher: John Wiley & Sons
ISBN: 3527608680
Category : Science
Languages : en
Pages : 631

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Domino reactions enable you to build complex structures in one-pot reactions without the need to isolate intermediates- a dream comes true. In this book, the well-respected expert, Professor Lutz Tietze, summarizes the possibilities of this reaction type - an approach for an efficiant, economically benificial and ecological benign synthesis. A definite must for every organic chemist.

Author: Marco Bandini
Publisher: Springer
ISBN: 3319351443
Category : Science
Languages : en
Pages : 294

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The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community. The series consists of topic related volumes edited by renowned editors with contributions of experts in the field. All chapters from Topics in Heterocyclic Chemistry are published Online First with an individual DOI. In references, Topics in Heterocyclic Chemistry is abbreviated as Top Heterocycl Chem and cited as a journal

Author: Jinbo Hu
Publisher: Springer
ISBN: 9789811038952
Category : Science
Languages : en
Pages : 0

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This volume reviews the recent advances in formation of C-F bonds and X-F bonds (X = heteroatom) to produce useful fluorinated molecules for pharmaceuticals, materials and more. Reactions and methods associated with fluorination, including monofluorination, difluorination, trifluorination and other polyfluorination that have emerged within the past few years are systematically discussed. With contributions from front-line researchers in this field from both academia and industry, this book provides a valuable resource for scholars, graduate students as well as professionals.

Author: 杜玮
Publisher:
ISBN:
Category : Heterocyclic compounds
Languages : en
Pages : 527

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Author: Claude Grison
Publisher: Elsevier
ISBN: 0081004753
Category : Science
Languages : en
Pages : 102

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Reconquest of biodiversity; remediation of degraded and anthropic areas, prevention of environmental health risks; eco-innovation; Green industry ... The current French ambitions are closely related to an interdisciplinary approach to scientific ecology, all of which participate in the expected industrial renewal.Ecocatalysis explores the unusual combination of phytotechnologies adapted to pollution, ecological rehabilitation of polluted sites and enhancement of these processes through innovative green chemistry, all of which contribute to the development of scientific priorities; economic, ecological innovation and current environmental, of biomass conversion and transition from fossil fuels to renewable.