50545-14-7Relevant academic research and scientific papers
Silica Gel Assisted Reductive Cyclization of 2-Nitro-β-piperidinostyrenes, Derived from 2-Nitrotoluenes, to Indoles
Kawase, Masami,Sinhababu, Achintya K.,Borchardt, Ronald T.
, p. 1499 - 1501 (2007/10/02)
An efficient modification of the Leimgruber-Batcho method of indole synthesis has been devised that facilitates the synthesis of a variety of 2,3-unsubstituted indoles containing halogen, methoxy and benzyloxy groups, from 2-nitrotoluenes, in high yields.The modified method involves the condensation of 2-nitrotoluenes with tripiperidinomethane followed by the reductive cyclization of the intermediate 2-nitro-β-piperidinostyrenes with iron and acetic acid in refluxing toluene in the presence of silica gel (column chromatography grade, 60-200 mesh).
