Heteropoly Acids as Heterogeneous Catalysts for Thioacetalization and Transthioacetalization Reactions

Habib Firouzabadi*, Nasser Iranpoor*, Kamal Amani

*Department of Chemistry, Shiraz University, Shiraz 71454, Iran, Email: firouzabadichem.susc.ac.ir

H. Firouzabadi, N. Iranpoor, K. Amani, Synthesis, 2002, 59-60.

DOI: 10.1055/s-2002-19300

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Abstract

Tungstophosphoric acid (H₃PW₁₂O₄₀) was found to be an effective and highly selective catalyst for the thioacetalization of aldehydes, ketones, acetals, acylals and O,S-acetals in excellent yields in the absence of solvent. Chemoselective conversions of α- or β-diketones and a β-keto ester are described. Sterically hindered carbonyl compounds were converted to the corresponding thioacetals in refluxing petroleum ether in good yields.

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Key Words

carbonyl compounds, tungstophosphoric acid, heteropoly acids, thioacetalizations, transthioacetalizations, thioacetals, 1,3-dithianes

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ID: J66-Y2002-1410