Methodologies in Amine Synthesis. Группа авторов
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Editors
Prof. Alfredo Ricci
University of Bologna
Department of Industrial Chemistry
“Toso Montanari”
Viale del Risorgimento 4
40136 Bologna
Italy
Prof. Luca Bernardi
University of Bologna
Department of Industrial Chemistry
“Toso Montanari” & INSTM
Research Unit Bologna
Viale del Risorgimento 4
40136 Bologna
Italy
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Print ISBN: 978‐3‐527‐34739‐1
ePDF ISBN: 978‐3‐527‐82617‐9
ePub ISBN: 978‐3‐527‐82619‐3
oBook ISBN: 978‐3‐527‐82618‐6
Preface
The books “Modern Amination Methods” and “Amino Group Chemistry – From Synthesis to the Life Sciences” edited by one of us for Wiley‐VCH in 2000 and in 2007, respectively, were intended to provide the reader with exhaustive overviews of the most advanced methodologies for the C—N bond formation and with the role played by the amino function in those processes that are closely related to the life sciences.
These books were well received by the chemical community and highlighted the importance of keeping scientists to be continuously aware of the progress in the field of amino group chemistry. In 2018, setting up to discuss the prospect of coediting a new book on amino group chemistry, we asked ourselves if the past decade witnessed sufficient breakthroughs to make such update worth to be read by academicians or industrialists. It did not take too much time to convince ourselves that such endeavor would have been worthwhile and timely. In the past years, most of the breakthrough discoveries in synthetic organic chemistry embed efficient preparations of nitrogen‐containing compounds. Arguably, amino group chemistry lies at the core of recent methodological trends. Furthermore, the disclosure of new materials, from medicine to nanoscience, has often been grounded on nitrogen derivatives. Thus, we embarked in this adventure, approaching the selection of the topics with an unbiased and wide‐range attitude. In this new book, we aimed at providing not only an overview over specific aspects of amino chemistry but also a unique journey through modern chemistry.
With the very useful insights into the topic selection provided by Wiley anonymous reviewers, we commenced to approach several prospective authors. We have been very lucky to find contact authors among the most authoritative of their fields, who, together with their coworkers, assembled chapters characterized by clear structures, schemes, mechanisms, and figures accompanying the text together with exhaustive and up‐to‐date reference sections.
Throughout the 10 chapters of the book, amines are discussed with respect to the most advanced methodologies for their preparation, from design to scope surveys to applications to biologically active targets or precursors thereof, including large‐scale industrial settings. Because the pharmaceutical and agrochemical industries are nowadays mostly away from the development of racemic compounds, several of the book chapters refer to enantioselective synthesis of chiral amines. It is worth noting that the contributions to this book present interlinks that, as a fil rouge crossing the whole book, allow the reader to face some of the topics under different perspectives.
The book starts with a topic that constitutes a continuum between the 2000s monographies and this one: electrophilic amination. Indeed, substitution‐type electrophilic amination has gained a tremendous progress in the decade. This unconventional, yet synthetically appealing approach to C—N bond formation is nowadays performed under transition metal (TM)‐ and metal‐free catalysis aiming to employ bench‐stable and easily obtainable reagents for forging new C—N bonds. In this context, Chapter 1 summarizes the most recent achievements complying with the requirements for an ideal simple and versatile synthetic methodology.
The following part of the book brings the reader in the domain of nitrogen radicals as reactive intermediates, a reactivity stream displaying high complementarity to classical ionic and TM mediated processes. The use of photo‐ and electrochemical induced catalytic strategies is widely discussed (Chapters 2 and 3), overviewing the recent dramatic advances enabling to couple challenging C–H activation processes with C—N bond forming events. Although aminations with high enantioselectivity are yet rarely accessed, these radical methodologies targeting the synthesis of a wide range of heterocyclic systems and an array of complex N‐containing structures outline a new and highly promising frontier.
As an enabling methodology, the development and application of asymmetric catalysis is now an integral part of the work of any major research unit in academia and industry. In the past decade, organo‐ and biocatalysis have flanked TM catalysis as key players for the enantioselective synthesis of chiral amino compounds, as overviewed in the ensuing Chapters 4–7. Worth noting is the possibility that these various catalytic approaches might concur toward attaining the same targets. This is exemplified in