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DBSA-catalyzed hydrolysis of chain α-oxo ketene dithioacetals in water: Aqueous synthesis of β-ketothioesters

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posted on 2017-08-28, 19:15 authored by Fei Qi, Hai-Feng Yu, Yue-Nan Wang, Ye Lv, Ya-Xi Li, Lu Han, Rong Wang, Xi-Ning Feng

In this paper, we wish to report an environment friendly synthetic method for β-ketothioesters from a dodecylbenzenesulfonic acid (DBSA)-catalyzed hydrolysis reaction of chain α-oxo ketene dithioacetals in water. It was shown that the hydrolysis reaction of chain α-oxo ketene dithioacetals could efficiently occur in the presence of 7.5 mol% DBSA at 100 °C in water, affording the desired β-keto thioesters in excellent yields.

Funding

Supported by Funds for College Students’ innovation and entrepreneurship training project of Liaoning Province (201610169005), Natural Science Foundation of Liaoning Province (201602002).

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