1,3-Dibromo-5,5-dimethylhydantoin (DBH) as a Mild and Efficient Catalyst for Chemoselective Thioacetalization of Carbonyl Compounds and Dethioacetalization Under Mild Conditions

Veisi, Hojat; Amiri, Mostafa; Hamidian, Amir; Malakootikhah, Javad; Fatolahi, Leila; Faraji, Alireza; Sedrpoushan, Alireza; Maleki, Behrooz; Saremi, Shokufe; Noroozi, Mohammad; Bahadoori, Fatemeh; Veisi, Somayeh

doi:10.1080/10426500902917669

1,3-Dibromo-5,5-dimethylhydantoin (DBH) as a Mild and Efficient Catalyst for Chemoselective Thioacetalization of Carbonyl Compounds and Dethioacetalization Under Mild Conditions

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Veisi H., Amiri M., Hamidian A. H., Malakootikhah J., Fatolahi L., Faraji A., ...More

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.185, no.4, pp.689-696, 2010 (SCI-Expanded)

Publication Type: Article / Article
Volume: 185 Issue: 4
Publication Date: 2010
Doi Number: 10.1080/10426500902917669
Journal Name: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Page Numbers: pp.689-696
Istanbul Technical University Affiliated: Yes

Abstract

Hydantoin bromide is an effective catalyst for chemoselective thioacetalization of aldehydes in the presence of ketones under neutral conditions. In addition, a simple and efficient procedure for the deprotection of 1,3-dithianes and 1,3-dithiolanes of aromatic, aliphatic, and ,-unsaturated aldehydes and ketones in solvent-free conditions to the corresponding parent carbonyl compounds was successfully carried out with hydantoin bromide in excellent yields. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.