Electrophilic substitution in skatole and its derivatives

Wayland E Noland, Donald N. Robinson

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28 Scopus citations

Abstract

Evidence is presented to show that the 2-position is the primary site of electrophilic substitution in skatole and its derivatives. Existing data in the literature are reconciled with this view.

Original languageEnglish (US)
Pages (from-to)68-72
Number of pages5
JournalTetrahedron
Volume3
Issue number1
DOIs
StatePublished - 1958

Bibliographical note

Funding Information:
l Log 2E. * Research Corporation research assistant, 19X-1957. We are indebted to the Research Corporation for a Frederick Gardner Come11 grant in support of this research. l M. Passerini and T. Bonciani, Guzz. C&m. Ifal. 63, 138 (1933). * V. Dostil, C’hem. Lisrj~ 32, 13 (1938). 8 A. gtienne and R. Heym&s. Bull. SIC. Chim. Fr. 841 (1948). ’ H. van Dobeneck and G. Maresch, Hoppe-Seyl. 2. 289, 271 (1952). s M. Freund and G. Lebach, Ber. Drsch. Chem. Ges. 38, 2440 (1905). 6 P. L. Julian, E. W. Meyer and H. C. Printy, Heterucycfic Compounds (Edited by R. C. Elderfield) Vol. 3, p. 95. Wiley, New York (1952).

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