z-logo
Premium
Three‐component Synthesis of Functionalized N ‐Protected Tetrasubstituted Pyrroles by an Addition‐Elimination‐Aromatization Process
Author(s) -
Magar Dhananjay R.,
Ke YiJiun,
Chen Kwunmin
Publication year - 2013
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201200193
Subject(s) - aromatization , chemistry , ceric ammonium nitrate , yield (engineering) , pyrrole , amine gas treating , organic chemistry , component (thermodynamics) , combinatorial chemistry , catalysis , materials science , metallurgy , grafting , polymer , physics , thermodynamics
A three‐component, one‐pot, synthesis of N ‐protected tetrasubstituted pyrroles has been developed by treating nitroallylic acetates with an amine and a β‐keto ester mediated by ceric ammonium nitrate in MeOH. By this method, a diverse array of N ‐protected pyrrole 2,4‐dicarboxylic acid derivatives have been synthesized in 37–76 % yield. The reactions proceed smoothly through an interesting S N 2’ displacement and aromatization process.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom