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Palladium and Nickel Catalyzed Transformations Forming Functionalized Heterocycles

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  • © 2020

Overview

  • Nominated as an outstanding PhD thesis by the University of Toronto, Ontario, Canada
  • Describes Pd-catalyzed domino reactions in a concise manner
  • Provides a general overview of C-H activation
  • Presents a novel Ni-catalyzed carbohalogenation reaction

Part of the book series: Springer Theses (Springer Theses)

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Table of contents (3 chapters)

Keywords

About this book

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, andhighlights 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.


Authors and Affiliations

  • Department of Chemistry, Yale University, New Haven, USA

    Hyung Yoon

About the author

Hyung Yoon received his B.Sc. from the University of Toronto in 2013, and in 2018 he completed his Ph.D. at the University of Toronto under the supervision of Professor Mark Lautens, primarily focusing on developing new methods in palladium and nickel catalyzed transformations. During his Ph.D., he also undertook research in the Glorius group at the University of Münster as a member of the Integrated Research Training Group (IRTG). He is currently an NSERC postdoctoral fellow in the Miller group, where he is investigating late-stage functionalization using transition metals.

Bibliographic Information

  • Book Title: Palladium and Nickel Catalyzed Transformations Forming Functionalized Heterocycles

  • Authors: Hyung Yoon

  • Series Title: Springer Theses

  • DOI: https://doi.org/10.1007/978-3-030-54077-7

  • Publisher: Springer Cham

  • eBook Packages: Chemistry and Materials Science, Chemistry and Material Science (R0)

  • Copyright Information: The Editor(s) (if applicable) and The Author(s), under exclusive license to Springer Nature Switzerland AG 2020

  • Hardcover ISBN: 978-3-030-54076-0Published: 03 September 2020

  • Softcover ISBN: 978-3-030-54079-1Published: 03 September 2021

  • eBook ISBN: 978-3-030-54077-7Published: 02 September 2020

  • Series ISSN: 2190-5053

  • Series E-ISSN: 2190-5061

  • Edition Number: 1

  • Number of Pages: XXIX, 212

  • Number of Illustrations: 517 b/w illustrations, 35 illustrations in colour

  • Topics: Catalysis, Inorganic Chemistry, Organic Chemistry, Organometallic Chemistry, Physical Chemistry

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