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Superacid‐Promoted Cyclodehydration Leading to the Imidazo[2,1‐ a ]isoquinoline Ring System
Author(s) -
Kethe Anila,
Naredla Rajasekhar Reddy,
Klumpp Douglas A.
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200590
Subject(s) - superacid , chemistry , triflic acid , isoquinoline , ring (chemistry) , aryl , brønsted–lowry acid–base theory , medicinal chemistry , organic chemistry , catalysis , combinatorial chemistry , alkyl
A series of heterocycle‐substituted acetophenones were prepared and reacted with the Brønsted superacid CF 3 SO 3 H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl‐substituted imidazo[2,1‐ a ]isoquinolines and related products (28–85%, seven examples). A mechanism is proposed involving dicationic intermediates.
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