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Published on: April 4, 2014
Indium-Catalyzed Reductive Dithioacetalization of Carboxylic Acids with Dithiols: Scope, Limitations, and Application
Kota Nishino1, Kohei Minato1, Takahiro Miyazaki1
1Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI) , Noda, Chiba 278-8510, Japan.
Abstract:
In this study an InI3-TMDS (1,1,3,3-tetramethyldisiloxane) reducing system effectively catalyzed the reductive dithioacetalization of a variety of aromatic and aliphatic carboxylic acids with 1,2-ethanedithiol or 1,3-propanedithiol leading to the one-pot preparation of either 1,3-dithiolane derivatives or a 1,3-dithiane derivative. Also, the intact indium catalyst continuously catalyzed the subsequent oxidative desulfurization of an in situ formed 1,3-dithiolane derivative, which led to the preparation of the corresponding aldehydes.
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