This book covers all aspects of ynamide chemistry, including their discovery, their syntheses, their application in heterocyclic chemistry, natural product synthesis, and organometallic chemistry, and their use as coupling reagents.
Ynamides contain a triple bond directly connected to a nitrogen atom that bears an electron-withdrawing group. They represent an especially useful and emerging class of reagents, notably because of their strongly polarized triple bond, which enables the development of unique chemical transformations. While they were discovered by Viehe in 1972, their chemistry has remained little investigated and the renaissance of ynamide chemistry started at the dawn of the 20th century with the development of efficient methods for their synthesis. Since then, ynamide chemistry has developed at a remarkably high rate, notably in the past 20 years. Although there are several reviews on ynamide chemistry, most of them are out of date or only focus on special aspects of ynamide chemistry and there is no book about ynamide chemistry yet. Thus, a comprehensive book on ynamide chemistry would be timely and is highly needed.
This book covers all aspects of ynamide chemistry, including their discovery, their syntheses, their application in heterocyclic chemistry, natural product synthesis, and organometallic chemistry, and their use as coupling reagents. It provides a systematic and comprehensive overview on ynamide chemistry for the researchers in this field, general readers interested in synthesis, and those who want to enter this field and need a comprehensive and up-to-date overview. Undoubtedly, this book will play a key role in connecting the past with the future to further foster the development of ynamide chemistry.
1. The Discovery of Ynamines and Ynamides. A Historical Perspective
2. Synthesis of Ynamides
3. The Cationic Chemistry of Ynamides, Useful Precursors of Keteniminium Ions
4. The Anionic Chemistry and Carbometallation of Ynamides
5. The Radical Chemistry of Ynamides
6. Transition Metal-Catalyzed Reactions from Ynamides
7. Ynamides as Precursors of Carbenes and Carbenoids
8. Reversal of Regioselectivity in the Chemistry of Ynamides
9. Pericyclic Reactions of Ynamides
10. Ynamides in Multicomponent Reactions
11. Ynamides as Racemization-Free Coupling Reagents for Amide and Ester Bond Formation
12. Ynamides in the Synthesis of Natural/Biologically Relevant Products
Gwilherm Evano studied chemistry at the École Normale Supérieure in Paris, France, and received his PhD from the Université Pierre et Marie Curie in 2002 under the supervision of Profs. Franēois Couty and Claude Agami. After postdoctoral studies with Prof. James S. Panek at Boston University, working on natural product synthesis, he joined the CNRS as an associate professor in 2004. He then moved to the Université libre de Bruxelles, Belgium, where he became the head of the Laboratory of Organic Chemistry in 2012. His research focuses on natural/bioactive product synthesis, copper catalysis, photoredox catalysis, organometallic chemistry, and the chemistry of ynamides and other heteroatom-substituted alkynes as well as reactive intermediates.
Junfeng Zhao obtained his bachelors and masters degrees from Beijing Normal University and Central China Normal University in 2001 and 2005, respectively. After one year of PhD candidate study at Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, he moved to Singapore to continue his PhD study at Nanyang Technological University and received his PhD in 2010. After postdoctoral research at Nanyang Technological University, University of Bonn, and University of Muenster from 2010 to 2013, Dr Zhao joined the University of Hong Kong as a research assistant professor. He started his independent career at Jiangxi Normal University as a full professor in 2014 and stayed there until 2020. In 2021, his research group moved to Guangzhou Medical University. Dr Zhaos research interest focuses on the synthesis and modification of peptides and proteins as well as their application in drug discovery.
