Premium
Synthesis of α‐Aminonitriles and 5‐Substituted 1 H ‐Tetrazoles Using an Efficient Nanocatalyst of Fe 3 O 4 @SiO 2 –APTES‐supported Trifluoroacetic Acid
Author(s) -
Fatahi Hosna,
Jafarzadeh Mohammad,
Pourmanouchehri Zahra
Publication year - 2019
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.3582
Subject(s) - trifluoroacetic acid , chemistry , sodium azide , catalysis , yield (engineering) , solvent , organic chemistry , sodium cyanide , cyanide , nuclear chemistry , materials science , metallurgy
Fe 3 O 4 @SiO 2 –APTES‐supported trifluoroacetic acid nanocatalyst was used for the one‐pot synthesis of α‐aminonitriles via a three‐component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05 g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5‐substituted 1 H ‐tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good‐to‐excellent yields in a short reaction time of 4 h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.