The Reaction of 2-Ethoxy-1,3-dithiolane with Carbonyl Compounds

Abstract

The reaction of 2-ethoxy-1,3-dithiolane with carbonyl compounds such as aldehydes and ketones was investigated. The reaction proceeded smoothly in the presence of the HgCl2-catalyst to afford 2-substituted and 2,2-disubstituted 1,3-dithiolanes. The reaction also offers an interesting alternative to the previously reported methods of synthesizing 1,3-dithiolanes which involve the acid-catalyzed reaction of carbonyl compounds with 1,2-ethanedithiol.

Five‐Membered Heterocycles with Two Heteroatoms: O and S Derivatives

“…An alternative method for the synthesis of 1,3-dithiolanes 205 from acid-sensitive carbonyl compounds involves the reaction of 2-ethoxy-1,3-dithiolane (204) in the presence of mercury(II) chloride or other Lewis acids (Scheme 11.61) [179]. …”