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A green, chemoselective, and efficient protocol for Paal–Knorr pyrrole and bispyrrole synthesis using biodegradable polymeric catalyst PEG‐SO 3 H in water
Author(s) -
Ali Jafari Abbas,
Amini Sakineh,
Tamaddon Fatemah
Publication year - 2012
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.35172
Subject(s) - ethylene glycol , peg ratio , catalysis , environmentally friendly , sulfonic acid , filtration (mathematics) , condensation , green chemistry , peg 400 , pyrrole , chemistry , polymer chemistry , materials science , organic chemistry , chemical engineering , ionic liquid , mathematics , polyethylene glycol , engineering , ecology , statistics , physics , finance , economics , biology , thermodynamics
Abstract In water and in the presence of 1 mol % of Poly(ethylene glycol)‐bounded sulfonic acid, amines undergo smooth condensation with 2,5‐hexadione at room temperature to afford the corresponding pyrroles in good to excellent yields. The sole products were solidified as the reaction proceeded and separated by simple filtration. In addition, bispyrroles were synthesized in excellent yields via this eco‐friendly protocol. The method is easy, simple, cost‐effective, chemoselective, and environmentally benign that introduces a beautiful example of click chemistry in water. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012