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A new synthesis of naphtho[2,3‐ C ]pyrroles. Conversion of naphtho[2,3‐ C ]thiophene‐4,9‐diones to naphtho[2,3‐ C ]pyrrole‐4,9‐diones
Author(s) -
Marecki Paul E.,
Butke Gregory P.
Publication year - 1983
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570200611
Subject(s) - chemistry , thiophene , pyrrole , reagent , amine gas treating , medicinal chemistry , ether , tertiary amine , halogen , organic chemistry , diphenyl ether , alkyl
A series of 2‐substituted‐4,9‐dihydronaphtho[2,3‐ c ]pyrrole‐4,9‐diones was prepared by the reaction of 4,9‐dihydronaphtho[2,3‐ c ]thiophene‐4,9‐diones with primary amines under mild conditions. The presence of halogen in the naphtho[2,3‐ c ]thiophene‐4,9‐dione and the presence of hydroxyl, ether, or tertiary amine functions in the amine reagent do not interfere with the course of the reaction.