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Issue 12, 2009
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Highly efficient synthesis of thioesters in water

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Abstract

Thioesters were efficiently prepared via the direct reaction of tertiary thioamides and alkyl halides in water, and in the presence of catalytic amounts of NaI, hexadecyltrimethylammonium bromide (HTAB), and 1,4-diazabicyclo[2.2.2]octane (DABCO). Hence, thioamides smoothly undergo an S-alkylation with alkyl halides in aqueous media following by hydrolysis to afford the corresponding thioesters in very good to excellent yields.

Graphical abstract: Highly efficient synthesis of thioesters in water

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Submitted
17 Aug 2009
Accepted
25 Sep 2009
First published
27 Oct 2009

Green Chem., 2009,11, 1987-1991
Article type
Paper

Highly efficient synthesis of thioesters in water

H. Z. Boeini and M. E. Kashan, Green Chem., 2009, 11, 1987
DOI: 10.1039/B916852D

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