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Formation of Pyrrole Derivatives from Heteroatom‐Substituted Acetonitriles
Author(s) -
Jeng HueyJiuan,
Fang JimMin
Publication year - 1994
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199400112
Subject(s) - chemistry , acetonitriles , heteroatom , adduct , pyrrole , conjugated system , nucleophile , medicinal chemistry , organic chemistry , ring (chemistry) , catalysis , acetonitrile , polymer
Aminomalononilrile reacted with conjugated carbonyl compounds to give 3 H ‐pyrrolines. Treatment of 2‐cbloro‐2‐phenyllhioacetonitrile with alkenes in the presence of potassium t‐butoxide afforded 1‐pnenylthiocyclopropanecarbonitriles, which reacted with nucleophiles in 1,2‐, 1,4‐ or 1,6‐addition modes. The 1,2‐adducts (cyclopropylimines) rearranged in situ to give substituted pyrroles.