Acyl fluorides have emerged as versatile reagents in various synthetic endeavors, offering a range of advantages over their counterparts, acyl chlorides. This study delves into the properties and reactivity of acyl fluorides, particularly their re...
Artikel
Nitration of Pyrrolo[2,1‐a]isoquinolines with NaNO2/HFIP
European Journal of Organic Chemistry, März 2024, DOI. Login für Volltextzugriff.
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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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