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Formation of meta-Arylsulfanyl- and meta-(Alkylsulfanyl)phenols from Cyclohexane-1,3-diones
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- Author(s) / Creator(s)
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Reaction of cyclohexane-1,3-diones with TsCl/Et3N and treatment of the resulting 3-(tosyloxy)cyclohex-2-en-1-ones with aryl- or alkyl thiols and K2CO3 in MeCN gives 3-(arylsulfanyl)cyclohex-2-en-1-ones or (alkylsulfanyl)cyclohex-2-en-1-ones, respectively. These compounds are easily brominated at C-2 by using NBS in MeCN; exposure to DBU in MeCN at room temperature then causes aromatization to afford meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols.
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- Date created
- 2018-01-01
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- Subjects / Keywords
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- Type of Item
- Article (Draft / Submitted)