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Heterogeneous Copper‐Catalyzed Cascade Three‐Component Reaction of Amines, Carbon Disulfide and 2‐Iodoanilines Leading to 2‐Aminobenzothiazoles
Author(s) -
Zhao Hong,
He Wen,
Yao Ruiya,
Cai Mingzhong
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400381
Subject(s) - chemistry , carbon disulfide , copper , catalysis , potassium carbonate , base (topology) , dimethylformamide , filtration (mathematics) , heterogeneous catalysis , selectivity , organic chemistry , inorganic chemistry , combinatorial chemistry , solvent , mathematical analysis , statistics , mathematics
The heterogeneous cascade three‐component reaction of amines, carbon disulfide (CS 2 ) and 2‐iodoanilines was achieved in dimethylformamide (DMF) at 110 °C in the presence of 10 mol% of 3‐(2‐aminoethylamino)propyl‐functionalized MCM‐41‐immobilized copper complex [MCM‐41‐2N‐CuCl] using potassium carbonate (K 2 CO 3 ) as base, yielding a variety of 2‐aminobenzothiazoles in good to excellent yields. This heterogeneous copper catalyst influences the selectivity of the reaction and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity.