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- ISSN: 1570-1786
- E-ISSN: 1875-6255
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Thia-Michael Addition Reactions in Water Using 3-[Bis(Alkylthio) Methylene] Pentane-2,4-Diones as Odorless and Efficient Thiol Equivalents
- Source: Letters in Organic Chemistry, Volume 4, Issue 4, Jun 2007, p. 281 - 284
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- 01 Jun 2007
Abstract
3-[Bis(ethylthio)methylene]pentane-2,4-dione (1a) and 3-[bis(benzylthio)methylene]pentane-2,4-dione (1b) have been investigated as non-thiolic and odorless thiol equivalents in thia-Michael addition reactions. In the presence of aqueous p-dodecyl benzenesulfonic acid (DBSA), compound (1) was cleaved and the generated thiols underwent facile conjugate addition to α,β-unsaturated ketones 2 in-situ, affording the corresponding β-keto sulfides (3) in good yields.
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