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Graphene Oxide as a Carbocatalyst for a Diels–Alder Reaction in an Aqueous Medium
Author(s) -
Girish Yarabhally R.,
Pandit Subrata,
Pandit Subhendu,
De Mrinmoy
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201701072
Subject(s) - graphene , cycloaddition , catalysis , atom economy , oxide , aqueous solution , substrate (aquarium) , diels–alder reaction , chemistry , functional group , solvent , aqueous medium , green chemistry , combinatorial chemistry , organic chemistry , reaction mechanism , materials science , nanotechnology , polymer , oceanography , geology
The Diels–Alder (DA) reaction, a [4+2] cycloaddition reaction, is highly important in synthetic organic chemistry and is frequently used in the synthesis of natural products containing six‐membered rings. Herein, we report an efficient protocol for the DA reaction between 9‐hydroxymethylanthracene and N‐substituted maleimides using two‐dimensional graphene oxide (GO) as a heterogeneous carbocatalyst in an aqueous medium at room temperature. High yields, a wide substrate scope, low temperature, excellent functional group tolerance, atom economy, and water as a green solvent are noteworthy features of this protocol. The heterogeneous GO catalyst can be easily recovered and used multiple times without any significant loss in catalytic activity.

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