Premium
Studying catalytic activity of ternary mixed‐metal Keggin H 7 SiV 3 W 9 O 40 as a versatile acid catalyst for the synthesis of β‐acetamido ketones
Author(s) -
Tayebee Reza,
Pejhan Akbar
Publication year - 2020
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.5350
Subject(s) - chemistry , catalysis , acetonitrile , condensation reaction , ketone , vanadium , propiophenone , aldehyde , lacunary function , medicinal chemistry , inorganic chemistry , organic chemistry , mathematics , pure mathematics
One‐pot four‐component condensation of an aromatic aldehyde with an enolisable ketone and acetyl chloride is investigated in the presence of H 7 SiV 3 W 9 O 40 in acetonitrile. The prepared catalyst was characterized by standard techniques such as XRD, SEM, and FT‐IR to verify the Keggin structure of nanocatalyst. Furthermore, findings revealed a very good catalytic activity for the applied vanadium substituted heteropolyacid in this acid catalyzed condensation reaction. A series of Keggin Si and V‐substituted heteropolyacids were compared for the synthesis of β‐acetamido‐β‐(4‐chlorophenyl)propiophenone, which showed a better catalytic activity for H 7 SiV 3 W 9 O 40 and H 4 SiW 12 O 40 than the lacunary and mixed metal Keggin H 4 SiW 9 Mo 3 O 40 and H 5 SiW 9 Mo 2 VO 40 . In addition, effect of the nitrilating agent was also demonstrated in this catalytic system and findings show less proficiency for PhCN compared to acetonitrile. Moreover, propiophenone as an α‐substituted enolisable ketone was reacted with some aromatic aldehydes and the anti isomer is detected as the major diastereomer. Therefore, H 7 SiV 3 W 9 O 40 can be introduced as a new effective, inexpensive, and eco‐friendly catalyst for the introduced four‐component condensation reaction.