Journal ArticleDOI
Electrophilic Aromatic Bromination Using Bromodimethylsulfonium Bromide Generated in Situ.
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TLDR
It has been shown that bromodimethylsulfonium bromide, generated in situ by treating dimethyl sulfoxide with aqueous hydrobromic acid, is a milder and more selective reagent for electrophilic aromatic bromination than elemental bromine.Abstract:
It has been shown that bromodimethylsulfonium bromide, generated in situ by treating dimethyl sulfoxide with aqueous hydrobromic acid, is a milder and more selective reagent for electrophilic aromatic bromination than elemental bromine.read more
Citations
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Isolation and synthesis of biologically active carbazole alkaloids
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Use of Bromine and Bromo-Organic Compounds in Organic Synthesis
TL;DR: The use of bromine and different bromo-organic compounds in organic synthesis is outlined and the scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc is described briefly.
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Journey describing applications of oxone in synthetic chemistry
TL;DR: This paper presents a probabilistic analysis of the response of nanoporous materials to high-performance liquid chromatography and shows clear trends in the number of particles that adhere to each other and in the geometry of the molecule.
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Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization
TL;DR: An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide and HX (X = Br, I) reagents is reported, demonstrating a versatile protocol for the synthesis of aryl halides.
Journal ArticleDOI
I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide.
TL;DR: An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls using the simple and readily available I2 or NBS was used as catalyst and DMSO acts as the oxidant, oxygen source, and solvent.
References
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The oxidation of acetophenones to arylglyoxals with aqueous hydrobromic acid in dimethyl sulfoxide
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The Hydrogen Chloride-Catalyzed Racemization of Sulfoxides
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Synthetic Methods and Reactions; 691. Dethioacetalization with Bromodimethylsulfonium Bromide
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Synthetic Methods and Reactions; 701. Oxidation of Thiols to Disulfides with Bromodimethylsulfonium Bromide
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Halogenation of Indole Alkaloids with Halodimethylsulfonium Halogenids and Halodimethylsulfuxonium Halogenids
TL;DR: In this paper, a new field of application of halodimethyl-sulfonium halogenids was studied, and the formers were used for the halogenation of indole alkaloids, compounds of ergoline or aspidospermidine structure.