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Facile coupling of 2‐(1‐ethylthioethenyl)pyrroles with amines: A route to 2‐(1‐aminoethenyl)pyrroles and 1‐amino‐3‐iminopyrrolizines
Author(s) -
Trofimov Boris A.,
Sobenina Lyubov' N.,
Mikhaleva Al'bina I.,
Petrova Ol'Ga V.,
Drichkov Vladislav N.,
Ushakov Igor A.,
Tarasova Ol'Ga A.,
Toryashinova DaryaSuren D.,
Rusakov Yuriy Yu.,
Krivdin Leonid B.
Publication year - 2007
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.5570440301
Subject(s) - chemistry , ethanethiol , moiety , primary (astronomy) , coupling (piping) , organic chemistry , cyclic amines , medicinal chemistry , stereochemistry , amine gas treating , mechanical engineering , engineering , physics , astronomy
2‐(2‐Cyano‐1‐ethylthioethenyl)pyrroles are readily coupled (50–55°) with primary and secondary amines at the position 1 of the ethenyl moiety to eliminate ethanethiol and afford 2‐(1‐amino‐2‐cyanoethenyl)pyrroles and/or their cyclic isomers ‐ functionalized 1‐amino‐3‐iminopyrrolizines in good to high yields.