Paper
Chemoselective Thioacetalization Using 3-(1,3-Dithian-2-ylidene)pentane-2,4-dione as an Odorless and Efficient Propane-1,3-dithiol Equivalent under Solvent-Free Conditions
Published Nov 1, 2006 · Yan Ouyang, D. Dong, C. Zheng
Synthesis
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Abstract
As a non-thiolic, odorless propane-1,3-dithiol equivalent, 3-(1,3-dithian-2-ylidene)pentane-2,4-dione has been investigated in acid-promoted thioacetalization under solvent-free conditions. A range of selected aldehydes and aliphatic ketones have been converted into the corresponding dithioacetals in high yields. The relatively slow reaction rate of aromatic ketones allowed chemoselective protection of aromatic aldehydes or aliphatic ketones, in contrast to aromatic ketones.
3-(1,3-dithian-2-ylidene)pentane-2,4-dione effectively converts selected aldehydes and aliphatic ketones into dithioacetals under solvent-free conditions, offering chemoselective protection for aromatic aldehydes
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