Heterogeneous Copper‐Catalyzed Cascade Three‐Component Reaction of Amines, Carbon Disulfide and 2‐Iodoanilines Leading to 2‐Aminobenzothiazoles

Hong Zhao, Wen He, Ruiya Yao, Mingzhong Cai

Advanced Synthesis & Catalysis · 2014 · 63 citations · 61 references

Concepts

Abstract

Abstract 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. magnified image

References

61