synthesis and reactions of acenaphthenequinones-part-2. the reactions of acenaphthenequinonesacenaphthenequinones-part-2的合成和反应。.pdf

Molecules 2002, 7, 155-188 molecules ISSN 1420-3049 Review Synthesis and Reactions of Acenaphthenequinones-Part-2. The Reactions of Acenaphthenequinones * á El Sayed H. El Ashry , Hamida Abdel Hamid, Ahmed A. Kassem and Mahmoud Shoukry Department of Chemistry, Faculty of Science, Alexandria University, Alexandria, Egypt. Fax: (+20)-3-4271360. á Deceased 1999 * Author to whom correspondence should be addressed; E-mail: eelashry@ Received: 30 October 2000; in revised form: 11 February 2002 / Accepted: 11 February 2002 / Published: 28 February 2002 Abstract: The reactions of acenaphthenequinone and its derivatives with different nucleophiles, organic and inorganic reagents are reviewed. This survey also covers their oxidation and reduction reactions, in addition to many known reactions such as Friedel Crafts, Diels-Alder, bromination and thiolation. Keywords: Acenaphthenequinones; Reduction products; Ring cleavage and enlargement Thiolation; Reactions with Phosphite and Phospholanes; Decarbonylation; Reactions with nitrogen nucleophiles; Condensations of acenaphthenequinone. Contents 1. Introduction 2. Reactions of Acenaphthenequinones 2.1 Action of Alkali and Oxidation 2.2 Reduction Molecules 2002, 7 156 2.3 Protonation 2.4 Reaction with active methylene compounds 2.5 Reaction with aldehydes and ketones 2.6 Reaction with Wittig reage