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Highly Efficient One‐Pot Three Component Synthesis of 2 H ‐Indazoles by Consecutive Condensation, C–N and N–N Bond Formations Using Cu/Aminoclay/Reduced Graphene Oxide Nanohybrid
Author(s) -
Behrouz Somayeh
Publication year - 2017
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.2777
Subject(s) - chemistry , catalysis , oxide , graphene , reactivity (psychology) , condensation , condensation reaction , combinatorial chemistry , copper , reaction conditions , medicinal chemistry , organic chemistry , nanotechnology , medicine , materials science , alternative medicine , physics , pathology , thermodynamics
A simple and straightforward one‐pot three‐component synthesis of 2 H ‐indazoles through copper‐catalyzed consecutive condensation, C–N and N–N bond formations of easily accessible starting materials under ligand‐free conditions is described. In this protocol, treatment of substituted 2‐bromobenzaldehydes, structurally diverse amines, and [bmim]N 3 in the presence of Cu/aminoclay/reduced graphene oxide nanohybrid (Cu/AC/r‐GO nanohybrid) as an efficient heterogeneous catalyst affords the corresponding 2 H ‐indazoles in good to excellent yields. The influence of effective parameters on the efficient progress of the reaction was studied. The Cu/AC/r‐GO nanohybrid is a stable and inexpensive catalyst that could be simply prepared, recovered, and reused for several reaction runs with no significant decrease in its reactivity.