Nitration of Pyrrolo[2,1‐a]isoquinolines with NaNO2/HFIP
A mild nitration of pyrrolo[2,1-a]isoquinolines has been reached in a NaNO2/HFIP reaction system.
Abstract
A mild nitration of pyrrolo[2,1-a]isoquinolines has been reached using sodium nitrite as nitro source in HFIP at ambient temperature. A variety of nitro-bearing pyrrolo[2,1-a]isoquinoline derivatives has been efficiently prepared in poor to quantitative yields (28–98 %). These products can be easily transformed to primary amines and amide by simple chemical reactions. Treatment of other nitrogen-containing heterocycles such as pyrrolo[1,2-a]quinoline and substituted indoles under this developed reaction system afforded nitro-bearing N-heterocycles in relatively lower yields (15–19 %).
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![Nitration of Pyrrolo[2,1‐a]isoquinolines with NaNO2/HFIP](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158444_fig_0001_a_36fd5c002c.png&w=256&q=75)
![Nitration of Pyrrolo[2,1‐a]isoquinolines with NaNO2/HFIP](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158499_fig_0001_a_8463b1bf14.png&w=256&q=75)
![Nitration of Pyrrolo[2,1‐a]isoquinolines with NaNO2/HFIP](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158504_gra_0001_a_6653df00f8.png&w=256&q=75)
