Chromium Oxidations In Organic Chemistry

Chromium oxidation, well known and widely explored in organic chemistry since the very beginning of this science, is a topic of current interest for the organic chemist as evidenced by the continuous development of new techni ques and procedures reported in the literature. Chromium oxidation is a simple process which can be easily performed in the laboratory and scaled up in industry as well. Although almost every oxidizable organic functional group may undergo chromium oxidation, the most important fields of appli cation are the oxidation of alcohols, allylic and benzylic oxidation, oxidative degradation and oxidation of some organometallic compounds. A high degree of selectivity is often possible by choosing the most suitable reagent among those several ones now available. This book takes account of the various functional groups that undergo oxidation and the entire literature up to 1982. It has been written in the hope to help the synthetic organic chemist in his experimental work. For this purpose a number of tables comprising yields and references have been included; detailed descriptions of typical procedures are meant to show the experimental conditions and the scope of the reactions. We wish to thank Dr. Mario Orena for his valuable scientific and technical assistence and Prof. Bruno Camerino, who read the entire manuscript and corrected many of the errors. Bologna, February 1984 Gianfranco Cainelli Giuliana Cardillo Table of Contents I. Introduction . . . . . . . . . . .

Volume 7.

Chromic acid and chromium oxide are the two versatile Cr(VI) oxidants known to organic chemists for decades. The introduction of the Core's reagent , viz: pyridinium chlorochromate, in 1975 followed by the publications on several Cr(VI) oxidizing agents containing the -onium chromates and halochromates in the last three decades have very much changed the chemistry of oxidations with Chromium VI. Several of these new reagents have been shown to be mild so that they can be handled easily and the reacton products may also be controlled. Some of them are highly selective oxidants for positions like allylic hydroxylic group, etc., and some other are highly regioselective. The information on more than 36 such reagents reported in various internationally reputed journals spanning about 280 references have been collected and provided in this book in such a manner that it will be very useful for professionals, researchers, teachers and graduate students working in organic synthesis.

The aim of this book is to help people performing routine operations in Organic Synthesis in a laboratory. This book, the first one in a series, focuses on the oxidation of alcohols to aldehydes and ketones. Probably, this is the most important routine operation in Organic Synthesis.

Methods for Oxidation of Organic Compounds V2 ...

Methods for the Oxidation of Organic Compounds: Alcohols, Alcohol Derivatives, Alkyl Halides, Nitroalkanes, Alkyl Azides, Carbonyl Compounds, Hydroxyarenes and Aminoarenes describes the different methods used for the controlled oxidation of alcohols, alcohol derivatives, alkyl halides, nitroalkanes, alkyl azides, carbonyl compounds, hydroxyarenes, and aminoarenes. Most of the oxidative techniques considered are illustrated with detailed experimental procedures taken from the literature. This book is comprised of eight chapters and begins with a discussion on the oxidation of alcohols, with particular emphasis on the formation of carbonyl compounds and carboxylic acids. The following chapters focus on the oxidation of esters and alkyl halides; ethers, acetals, and metal derivatives of alcohols; amines, nitro compounds, and azides; carbonyl compounds; 1,2-diols and related compounds; and hydroxyarenes, aminoarenes, dihydroxyarenes, diaminoarenes, and aminohydroxyarenes. Methods such as catalytic oxidation, catalytic dehydrogenation, and electrochemical and biochemical oxidation are mentioned. This monograph should be of interest to organic chemists and research students.