Reactions of cyclopropanes with potassium dihaloiodates

Reactions of potassium dihaloiodates with arylcyclopropanes and polycyclic compounds containing a cyclopropane fragment characterized by different degrees of strain lead to formation of mixed 1,3-halogenation products. If iodohalogenation should give rise to products having a iodine atom in the benz...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2011-03, Vol.47 (3), p.340-354
Main Authors: Zyk, N. V., Gavrilova, A. Yu, Bondarenko, O. B., Mukhina, O. A., Tikhanushkina, V. N.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Reactions of potassium dihaloiodates with arylcyclopropanes and polycyclic compounds containing a cyclopropane fragment characterized by different degrees of strain lead to formation of mixed 1,3-halogenation products. If iodohalogenation should give rise to products having a iodine atom in the benzylic position, 1,3-dichloro or 1,3-dibromo derivatives are formed. Iodohalogenation of exo -tricyclo[3.2.1.0 2,4 ]octane is stereoselective and is accompanied by Wagner-Meerwein rearrangement.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428011030031