Premium
Regioselectivity of the amination of some nitroisoquinolines by liquid ammonia/potassium permanganate
Author(s) -
Woźniak Marian,
Barański Andrzej,
Nowak Krystyna,
Poradowska Henryka
Publication year - 1990
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1990199001124
Subject(s) - chemistry , potassium permanganate , regioselectivity , amination , liquid ammonia , yield (engineering) , ammonia , derivative (finance) , potassium , organic chemistry , catalysis , materials science , economics , financial economics , metallurgy
5‐ and 8‐Nitroisoquinoline and some of their derivatives are aminated in a liquid ammonia solution of potassium permanganate to yield the corresponding 6‐ and 7‐amino compounds. From 5,7‐dinitroisoquinoline the 6,8‐diamino derivative is obtained; 1‐nitroisoquinoline has been found to be unreactive. FMO calculations made for a few nitroisoquinolines confirm the experimentally observed regioselectivity of the amination.