The Formation of Cyclic Ketones by Intramolecular Acylation
Published Online: 15 MAR 2011
Copyright © 2004 by Organic Reactions, Inc. Published by John Wiley & Sons, Inc.
How to Cite
Johnson, W. S. 2011. The Formation of Cyclic Ketones by Intramolecular Acylation. Organic Reactions. 2:4:114–177.
- Published Online: 15 MAR 2011
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The cyclizations of gamma-phenylbutyric acid (I) to tetralone-1 (II) and of beta-phenylpropionic acid (III) to hydrindone-1 (IV) exemplify a type of intramolecular acylation which has served as an important tool in the synthesis of polycyclic hydroaromatic and aromatic compounds, Such ring closures have been effected by a variety of methods, generally involving either the direct cyclodehydration of the acids or the cyclodehydrohalogenation of the acid chlorides by an intramolecular Freidel-Crafts reaction. This chapter presents a discussion of these methods and the various problems involved in the formation of cyclic ketones by the ring closure of aryl-substituted aliphatic acid.
- cyclic ketones;
- intramolecular acylation;
- ring size;
- steric factors;
- ring closures;