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tert‐ Butyl Iodide Mediated Reductive Fischer Indolization of Conjugated Hydrazones
Author(s) -
Ito Yuta,
Ueda Masafumi,
Takeda Norihiko,
Miyata Okiko
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504010
Subject(s) - iodide , anhydrous , conjugated system , indole test , chemistry , aryl , combinatorial chemistry , organic chemistry , reducing agent , brønsted–lowry acid–base theory , catalysis , alkyl , polymer
A novel reductive Fischer indolization of readily available N ‐aryl conjugated hydrazones with tert ‐butyl iodide has been developed. In this reaction, tert ‐butyl iodide is used as anhydrous HI source, and the generated HI acts as a Brønsted acid and a reducing agent. This operationally simple method allows access to various indole derivatives. Furthermore, the procedure can be applied to the synthesis of biologically active compounds.