Synlett 2009(12): 1974-1978  
DOI: 10.1055/s-0029-1217550
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

An Efficient Method for Chemoselective Thioacetalization of Aldehydes in the Presence of a Catalytic Amount of Acidic Ionic Liquid under Solvent-Free Conditions

Abdol Reza Hajipour*a,b, Ghobad Azizia, Arnold E. Ruohoa
a Department of Pharmacology, University of Wisconsin Med. Sch., 1300 University Avenue, Madison, WI 53706-1532, USA
Fax: +1(608)2621257; e-Mail: arhajipour@wisc.edu;
b Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Iran
Further Information

Publication History

Received 18 February 2009
Publication Date:
03 July 2009 (online)

Abstract

A water-stable Brønsted acidic ionic liquid with an alkane sulfonic acid group was synthesized. This ionic liquid catalyzed the thioacetalization reaction smoothly to afford 1,3-dithianes in excellent yield and less time. In this article we describe a mild and chemoselective thioacetalization procedure for the protection of various aldehydes in the presence of catalytic amount of ionic liquid (2 mol%).