Synthesis 2007(19): 2979-2986  
DOI: 10.1055/s-2007-990776
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New Approach to the Synthesis of Vicinal Iodoperoxyalkanes by the Reaction of Alkenes with Iodine and Hydroperoxides

Alexander O. Terent’ev*, Igor B. Krylov, Dmitry A. Borisov, Gennady I. Nikishin
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation
Fax: +7(495)1355328; e-Mail: terentev@ioc.ac.ru;
Further Information

Publication History

Received 24 April 2007
Publication Date:
11 September 2007 (online)

Abstract

A convenient procedure was developed for the synthesis of vicinal iodoperoxyalkanes by the reaction of alkenes with iodine and hydroperoxides. The best results were achieved with the use of excess iodine. The replacement of one iodine atom by hydroperoxides in vicinal diiodoalkanes was discovered. A suggestion was made about the reaction mechanism.