tert-Butyl Iodide Mediated Reductive Fischer Indolization of Conjugated Hydrazones.
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.
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe, 658-8558, Japan.
Yuta
Y
Ito
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe, 658-8558, Japan. masa-u@kobepharma-u.ac.jp.
Masafumi
M
Ueda
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe, 658-8558, Japan.
Norihiko
N
Takeda
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe, 658-8558, Japan. miyata@kobepharma-u.ac.jp.
Okiko
O
Miyata
hydrazones; indoles; iodine; reduction; sigmatropic rearrangement