The most useful reactions of organonitro compounds in organic synthesis

Compounds containing nitro groups are useful intermediates for the synthesis of natural products and other complex organic molecules. The Nitro Group in Organic Synthesis focuses on reactions that proceed under mild conditions, important functional groups that can be synthesized by conversion of nitro groups, and the stereoselectivity of reactions of nitro compounds. These issues are of great importance to practicing researchers in today's pharmaceutical, agrochemical, and fine chemical industries.

The Nitro Group in Organic Synthesis also emphasizes environmentally-friendly methods for nitration, the importance of aliphatic nitro compounds, and modern preparation of nitro compounds. Other topics discussed include:

* Henry reaction

* Asymmetric Michael addition

* Alkylation, acylation, halogenation, and related reactions of RNO2

* Substitution and elimination of NO2 and RNO2

The Nitro Group in Organic Synthesis is a useful resource for researchers and students in organic and medicinal chemistry.

Rather than focusing on nitro compounds in association with explosives and dyes, Ono (organic chemistry, Ehime U., Matsuyama, Japan) concentrates on advances in utilizing them as reactive intermediates in "mild condition" processes of interest to researchers in the pharmaceutical, agrochemical, and fine chemical industries. Special attention is paid to environmentally-friendly methods for nitration, and new reactions discovered in recent years (e.g., the nitro-aldol Henry reaction, the Michael addition, cycloadditions, and radical denitration.) More conventional reactions, such as the conversion of nitro compounds into other compounds, receive less coverage. Includes a photo of the author with the Purdue U. professor who introduced him to this subject, and 149 references.
Annotation c. Book News, Inc., Portland, OR (booknews.com)

"Special attention is paid to environmentally-friendly methods for nitration, and new reactions discovered in recent years." (SciTech Book News, Vol. 25, No. 3, September 2001)

"This book is a very useful reference work that is highly recommended to synthetic organic chemists who might use nitro compounds in their work." (Polymer News, Vol. 26, No. 9, 2001)

"this book is thoughtfully laid out, well referenced and easy to read. a highly competent rendering of the use of the nitro group in modern organic synthesis." (Perkin Transactions, No.19, 2001)

"...outstanding new addition to the Wiley Series in Organic Nitro Chemistry.... I can recommend this book as an important addition to chemistry libraries and a valuable acquisition by the synthetic organic chemist.... Even if one is not actually working with nitro compounds, there is enough fascinating chemistry in this volume to foment the imagination of any synthetic chemist." (Journal of Natural Products, Vol. 64, 2001)

"In conclusion, this monograph provides the organic chemistry community with a comprehensive, yet clearly presented account of nitro group chemistry." (Synthesis, No. 16, 2001)

"...there is no comparable book available.... It will be of considerable interest to upper-division undergraduates...and especially to graduate students, faculty, and professionals..." (Choice, Vol. 39, No. 5, January 2002)

"...a valuable addition to institutional libraries and to the personal library of scientists.... Highly recommended." (Journal of Medicinal Chemistry, Vol. 45, No. 6, 2002)

"excellent coverage of the use of nitro groups in organic synthesis" (Chemistry &Industry, 15 April 2002)

Alle wichtigen und nützlichen Reaktionen von organischen Nitroverbindungen - jetzt endlich übersichtlich in einem Band zusammengefaßt! Behandelt werden Syntheseverfahren und Anwendungen gleichermaßen, wobei der Schwerpunkt auf der Naturstoffchemie und der stereoselektiven Synthese liegt. Zahlreiche Synthesevorschriften ergänzen die allgemeinen Ausführungen.

NOBORU ONO is Professor of Organic Chemistry in the Department of Chemistry at Ehime University, Matsuyama, Japan.

Series Foreword.

Preface.

Acknowledgments.

Abbreviations.

Introduction.

Preparation of Nitro Compounds.

The Nitro-Aldol (Henry) Reaction.

Michael Addition.

Alkylation, Acylation, Halogenation of Nitro Compounds.

Conversion of Nitro Compounds into Other Compounds.

Substitution and Elimination of NO_2 in R-NO_2._

Cycloaddition Chemistry of Nitro Compounds.

Nucleophilic Aromatic Displacement.

Synthesis of Heterocyclic Compounds.

Index.