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

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 α,β-unsaturated aldehy...

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Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2010-04, Vol.185 (4), p.689-696
Main Authors: Veisi, Hojat, Amiri, Mostafa, Hamidian, Amir Hossein, Malakootikhah, Javad, Fatolahi, Leila, Faraji, Alireza, Sedrpoushan, Alireza, Maleki, Behrooz, Saremi, Shokufe Ghahri, Noroozi, Mohammad, Bahadoori, Fatemeh, Veisi, Somayeh
Format: Article
Language:English
Subjects:
Carbonyl compounds
DBH
deprotection
Studies
thioacetalization
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Summary: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 α,β-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.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500902917669