Springer Theses

Development of New Radical Cascades and Multi-Component Reactions

Application to the Synthesis of Nitrogen-Containing Heterocycles

Authors: Larraufie, Marie-Helene

  • Nominated as an outstanding Ph.D. thesis by the IPCM Université Pierre et Marie Curie, France
  • Honored with the French Chemical Society (SCF) - Organic Chemistry Section Ph. D. award for 2011
  • Presents detailed and clear experimental sections useful for students in the field
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eBook $139.00
price for USA (gross)
  • ISBN 978-3-319-01324-4
  • Digitally watermarked, DRM-free
  • Included format: PDF, EPUB
  • ebooks can be used on all reading devices
  • Immediate eBook download after purchase
Hardcover $179.00
price for USA
  • ISBN 978-3-319-01323-7
  • Free shipping for individuals worldwide
  • Usually dispatched within 3 to 5 business days.
Softcover $179.00
price for USA
  • Customers within the U.S. and Canada please contact Customer Service at 1-800-777-4643, Latin America please contact us at +1-212-460-1500 (Weekdays 8:30am – 5:30pm ET) to place your order.
  • Due: October 20, 2016
  • ISBN 978-3-319-37786-5
  • Free shipping for individuals worldwide
About this book

In this dissertation, Marie-Hélène Larraufie develops original radical and pallado-catalyzed methodologies to enable the synthesis of several classes of bioactive nitrogen-containing heterocycles. New radical cascades employing the N-acylcyanamide moiety offer straightforward routes to quinazolinones and guanidines, as well as new insights into the mechanism of homolytic aromatic substitutions. In parallel, Larraufie expands the scope of visible light photoredox catalysis to the ring opening of epoxides and aziridines, thus providing new sustainable alternatives for the generation of radicals. Furthermore, in a collaborative effort with the Catellani group, the author investigates dual palladium/norbornene catalysis. First, she develops a C-amination coupling variant of the Catellani reaction with unprotected amines which provides an expeditious route to phenanthridines. Then, she examines the influence of the chelating effect on Pd(IV) intermediates reactivity with the help of experimental studies and DFT calculations. The work in this thesis has resulted in numerous publications in high impact journals.The clarity and depth of the experimental section will be useful for students and researchers working in this field. 

About the authors

Marie-Hélène Larraufie graduated in 2008 from École Supérieure de Physique et de Chimie Industrielles (ESPCI-ParisTech). After an M.Sc. in organic and bioorganic chemistry at the Université Pierre et Marie Curie in Paris, she joined the laboratory of Prof. Malacria for her Ph.D. studies. Her doctoral research under the direction of Prof. Fensterbank, Dr. Lacôte and Dr. Ollivier focused on radical chemistry and pallado-catalyzed multi-component reactions. She defended her Ph.D. in 2011 and is now undertaking postdoctoral studies with Dr. B. Stockwell at Columbia University (New York, USA) thanks to a fellowship from Association pour la Recherche sur le Cancer.

Table of contents (9 chapters)

  • Bibliographical Backgrounds

    Larraufie, Marie-Hélène

    Pages 3-37

  • Results: Developments of New Radical Cascades with N-Acylcyanamides

    Larraufie, Marie-Hélène

    Pages 39-78

  • Supporting Information

    Larraufie, Marie-Hélène

    Pages 79-136

  • Bibliographical Backgrounds: Generation of Radicals by Visible Light Photoredox Catalysis

    Larraufie, Marie-Hélène

    Pages 139-164

  • Results: Visible Light-Induced Photoreductive Generation of Radicals from Epoxides and Aziridines

    Larraufie, Marie-Hélène

    Pages 165-194

Buy this book

eBook $139.00
price for USA (gross)
  • ISBN 978-3-319-01324-4
  • Digitally watermarked, DRM-free
  • Included format: PDF, EPUB
  • ebooks can be used on all reading devices
  • Immediate eBook download after purchase
Hardcover $179.00
price for USA
  • ISBN 978-3-319-01323-7
  • Free shipping for individuals worldwide
  • Usually dispatched within 3 to 5 business days.
Softcover $179.00
price for USA
  • Customers within the U.S. and Canada please contact Customer Service at 1-800-777-4643, Latin America please contact us at +1-212-460-1500 (Weekdays 8:30am – 5:30pm ET) to place your order.
  • Due: October 20, 2016
  • ISBN 978-3-319-37786-5
  • Free shipping for individuals worldwide
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Bibliographic Information

Bibliographic Information
Book Title
Development of New Radical Cascades and Multi-Component Reactions
Book Subtitle
Application to the Synthesis of Nitrogen-Containing Heterocycles
Authors
Series Title
Springer Theses
Copyright
2014
Publisher
Springer International Publishing
Copyright Holder
Springer International Publishing Switzerland
eBook ISBN
978-3-319-01324-4
DOI
10.1007/978-3-319-01324-4
Hardcover ISBN
978-3-319-01323-7
Softcover ISBN
978-3-319-37786-5
Series ISSN
2190-5053
Edition Number
1
Number of Pages
XXII, 326
Number of Illustrations and Tables
475 b/w illustrations, 42 illustrations in colour
Topics