Efficient thioacetalisation of carbonyl compounds |
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Authors: | Davood Habibi Payam Rahmani Ziba Akbaripanah |
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Affiliation: | 1. Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran 2. Central Laboratory, Jam Petrochemical Company, Assaluyeh, Bushehr, P.O. Box 75391-415, Iran
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Abstract: | The thioacetalisation of a variety of heterocyclic, aromatic, and aliphatic carbonyl compounds (1 mmol) with ethane-1,2-dithiol (1 mmol) using silica sulphuric acid (SSA) is presented as an efficient heterogeneous catalyst under mild and solvent-free conditions at 60°C. The thioacetals were formed within a short reaction time (1–34 min) and isolated with 90–98 % yield following an extractive procedure and chromatography on silica gel. The competitive protection reaction between aldehyde and ketone with ethane-1,2-dithiol afforded the protected derivatives of benzaldehyde and acetophenone with 92 % and 8 % yields, respectively, indicating some selectivity. |
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