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Please use this identifier to cite or link to this item: http://dyuthi.cusat.ac.in/purl/2315

Title: Beckmann rearrangement of E,E-cinnamaldoxime on rare earth exchanged (Ce3+, La3+, and RE3+) HFAU-Y zeolites: An efficient green process for the synthesis of isoquinoline
Authors: Bejoy, Thomas
Prathapan,S
Sugunan, S
Science
Keywords: Beckmann rearrangement
Cinnamaldehyde
E,E-Cinnamaldoxime
Cinnamonitrile
E–Z Isomerization
Isoquinoline
Rare earth H-Y zeolites
Issue Date: Sep-2005
Publisher: Elsevier
Abstract: In this paper, a novel application of solid acid catalysts in the Beckmann rearrangement of E,E-cinnamaldoxime in the synthesis of an important heterocyclic compound; isoquinoline is reported. E,E-Cinnamaldoxime under ambient reaction conditions on zeolite catalysts underwent Beckmann rearrangement to produce isoquinoline in yields of ca. 86–95%. Cinnamonitrile and cinnamaldehyde were formed as by-products. LaH-Y zeolite produces maximum amount of the desired product (yield 95.6%). However, the catalysts are susceptible for deactivation due to the basic nature of the reactants and products, which neutralize the active sites. H-Y zeolite is more susceptible (22% deactivation in 10 h) for deactivation compared to the cerium-exchanged counterpart (18% deactivation in 10 h). Thus, the optimal protocol allows isoquinoline to be synthesised in excellent yields through the Beckmann rearrangement of cinnamaldoxime. The reaction is simple, effective, does not involve any other additives, and environmentally benign.
URI: http://dyuthi.cusat.ac.in/purl/2315
ISSN: 1387-1811
Appears in Collections:Dr. Sugunan S

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