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Open AccessJournal ArticleDOI

Thioacetalization of the carbonyl function, transthioacetalization of acetals, ketals, oximes and hydrazones catalysed by aqueous hydrobromic acid

Popat D. Shinde, +2 more
- 28 Sep 2004 - 
- Vol. 2004, Iss: 14
TLDR
In this article, a variety of aldehydes and ketones were obtained at room temperature using thiols or dithiols in aqueous hydrobromic acid.
Abstract
Thioacetalization of a variety of aldehydes and ketones was achieved in excellent yields at room temperature using thiols or dithiols in aqueous hydrobromic acid. Thioacetals were also prepared by transthioacetalization of oximes, hydrazones, acetals and ketals under similar conditions. The use of aqueous hydrochloric acid, hydrofluoric acid and hydriodic acid for this transformation was also explored.

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Citations
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Journal ArticleDOI

Chemistry and application of 4-oxo-4H-1-benzopyran-3-carboxaldehyde

TL;DR: The chemistry and application of the title aldehyde and some simple derivatives thereof are reviewed in this paper, where the authors propose a simple derivative of the aldehydes, which they call simple aldeheeds.
Journal ArticleDOI

Catalytic carbon–sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions

TL;DR: A series of thiols have been examined as protic nucleophiles for Michael-type additions to α,β-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions as discussed by the authors.
Journal ArticleDOI

Chemoselective Dithioacetalization of Carbonyl Compounds Using Magnesium Hydrogensulfate as Efficient Heterogeneous Catalyst

TL;DR: In this article, a simple procedure for carbonyl protection in ambient conditions was described, using a catalytic amount of magnesium hydrogensulfate (mHHS) in the presence of carbon dioxide.
Journal ArticleDOI

Luminescent assays for ketones and aldehydes employing catalytic signal amplification

TL;DR: In this article, the first use of transition metal catalytic signal enhancement for the analysis of small organic analytes was reported, and two assays using Sonogashira and Suzuki cross-couplings have been used in the detection of ketones and aldehydes produce highly luminescent markers.
Journal ArticleDOI

New approach to the synthesis of cyclic 1,3-dithioacetals from thiophene-2-carbaldehydes

TL;DR: In this paper, a highly selective method was developed for preparation of previously unknown 1,3-dithiolanes and 1, 3dithianes by reactions of thiophene-2-carbaldehyde and its analogs with alkanedithiols under the action of trimethylchlorosilane.
References
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Book

Protective groups in organic synthesis

TL;DR: In this article, the most useful groups for the hydroxyl, amino, carboxyl, carbonyl, and sulfhydryl groups are discussed and the chemistry of the classes of these groups, as well as that of individual groups within the class using structures, equations and references.
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