
Chemistry of Heterocyclic Compounds p. 1088 - 1090 (1981)
Update date:2022-08-16
Topics:
Budylin, V. A.
Ermolenko, M. S.
Chugtai, F. A.
Kost, A. N.
3-Indolylphenyliodoniun trifluoroacetate reacts with ammonium bromide and lithium chloride and bromide to give 3-haloindoles.The reaction with ammonium chloride and tetrabutylammonium chloride leads to a mixture of 2- and 3-chloroindoles.The same mixture of chloroindoles is also formed by the action of lithium chloride but in the presence of 15-crown-5 ether.The course of the reaction is explained by ambident reaction of the iodonium salt.
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