Liquid-Phase Cyclization of (Phenylthio)acetaldehyde Diethylacetal to Benzo[b]thiophene over Zn²⁺ Ion-Exchanged Zeolite BEA

Authors: Cheralathan K.K.¹; Palanichamy M.¹; Murugesan V.²

Source: Catalysis Letters, Volume 86, Number 4, March 2003 , pp. 173-177(5)

Publisher: Springer

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Abstract:

Cyclization of (phenylthio)acetaldehyde diethylacetal was examined in 1,2-dichloroethane and chlorobenzene solvents in the presence of H-beta zeolite and Zn²⁺ ion-exchanged beta zeolite under reflux conditions. Zn²⁺ ion-exchanged beta zeolite showed better activity than its H-form counterpart owing to its higher Lewis acidity. The cyclization proceeds via two different pathways. At lower temperature the reaction proceeds predominantly via a pathway in which deacetalization of the reactant occurs first and then the resulting aldehyde cyclizes to benzo[b]thiophene.

Keywords: benzo[b]thiophene; cyclization; zeolite; H-beta; ion-exchange; deacetalization

Language: English

Document Type: Research article

Affiliations: 1: Department of Chemistry, Anna University, Chennai 600 025, India 2: Department of Chemistry, Anna University, Chennai 600 025, India. E-mail: v_murugu@hotmail.com

Publication date: 2003-03-01