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Synthesis 2005(2): 250-254
DOI: 10.1055/s-2004-834934
DOI: 10.1055/s-2004-834934
PAPER
© Georg Thieme Verlag Stuttgart · New York
Simple, Mild and Efficient Thioacetalization and Transthioacetalization of Carbonyl Compounds and Deprotection of Thioacetals: Unique Role of Thiols in the Selectivity of Thioacetalization [1]
Further Information
Received
6 September 2004
Publication Date:
24 November 2004 (online)
Publication History
Publication Date:
24 November 2004 (online)
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Abstract
Silica supported sodium hydrogen sulfate (NaHSO4·SiO2) has been employed for efficient thioacetalization and transthioacetalization of carbonyl compounds in CH2Cl2 at room temperature. Selectivity of thioacetalization was dependent on the thiols used for the conversion. The same catalyst was also found to be effective for deprotection of thioacetals in CH2Cl2-H2O at room temperature.
Keywords
carbonyl compounds - thioacetalization - transthioacetalization - deprotection of thioacetals - NaHSO4·SiO2 - selectivity
Part 39 in the series ‘Studies on novel synthetic methodologies’; IICT Communication No. 041106.
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Part 39 in the series ‘Studies on novel synthetic methodologies’; IICT Communication No. 041106.