The Interrupted Pummerer Reaction: Design of Sulfoxides and Their Utility in Organic Synthesis
Kazuhiro Higuchi, Masanori Tayu
Abstract
Acid anhydride-activated sulfoxides can undergo a variety of cascade reactions after reacting with nucleophiles on its sulfur atom.Originally regarded as an abnormal phenomenon that occurs under Pummerer reaction conditions, the reports of the reaction increased gradually, and research regarding sulfoxide reactivity has advanced.In recent years, the term 'interrupted Pummerer reaction' has been introduced, and the transformation has been actively incorporated into the development of new research areas.Such studies have yielded numerous valuable sulfoxides, which contribute to the precise reaction control and to the generation of practical products.Notably, the outcome of the interrupted Pummerer reaction is characteristic for each nucleophile.CONTENTS 1. Introduction 2. Reactions of alcohols 3. Reactions of phenols 4. Reactions of amines, amides, and nitriles 5. Reactions of enolizable ketones 6.Reactions of alkenes and alkynes 7. Reactions of arenes and heteroarenes