Journal ArticleDOI
Thionation with the reagent combination of phosphorus pentasulfide and hexamethyldisiloxane.
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TLDR
The combination of P4S10 and hexamethyldisiloxane efficiently converts esters, lactones, amides, lactams, and ketones to their corresponding thiono derivatives and 3-oxoesters are converted to dithiolethiones by this reagent.Abstract:
The combination of P4S10 and hexamethyldisiloxane efficiently converts esters, lactones, amides, lactams, and ketones to their corresponding thiono derivatives. In the presence of elemental sulfur, 3-oxoesters are converted to dithiolethiones by this reagent. Yields are comparable to or superior to those obtained with Lawesson's reagent. The method has the advantage that reagent-derived byproducts may be removed by a simple hydrolytic workup or by filtration through silica gel, rather than by chromatography, as required for Lawesson's reagent.read more
Citations
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Use of Lawesson's reagent in organic syntheses.
Journal ArticleDOI
Recent Advances in Organic Reactions Involving Elemental Sulfur
TL;DR: In this paper, a review summarizes the advances from 2000 in the construction of organic molecules using elemental sulfur via sulfuration, oxidation, reduction, and redox condensation processes, and concludes that the use of elemental sulfur has been known since Antiquity and found widespread applications in the preparation of black gunpowder, the synthesis of sulfuric acid as well as other sulfur-containing compounds.
Journal ArticleDOI
A Berzelius Reagent, Phosphorus Decasulfide (P4S10), in Organic Syntheses
TL;DR: P4S10 vs Lawesson’s Reagent (LR) 3473 3.2.
Journal ArticleDOI
Highly Potent Triazole-Based Tubulin Polymerization Inhibitors
TL;DR: A series of tubulin polymerization inhibitors that contain the 1,2,4-triazole ring to retain the bioactive configuration afforded by the cis double bond in combretastatin A-4 (CA-4) are described.
Journal ArticleDOI
Application of the Rh(II) cyclization/cycloaddition cascade for the total synthesis of (+/-)-aspidophytine.
José M. Mejía-Oneto,Albert Padwa +1 more
TL;DR: A new strategy for the synthesis of (+/-)-aspidophytine has been developed and is based on a Rh(II)-catalyzed cyclization/dipolar cycloaddition sequence that undergoes an efficient Lewis acid mediated cascade that rapidly provides the complete skeleton of aspidophytines.
References
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Journal ArticleDOI
A Quantitative Treatment for Electrophilic Reactions of Aromatic Derivatives1-3
Y. Okamoto,Herbert C. Brown +1 more
Journal ArticleDOI
Studies on organophosphorus compounds—XXVIII
B.S. Pedersen,Sven-Olov Lawesson +1 more
TL;DR: In this paper, 3-oxo esters were shown to react with the dimer of p -methoxyphenyl-thionophosphine sulfide (1) and elemental sulfur in anhydrous toluene at 110° to give the corresponding 3H-1,2-dithiole-3thiones (2 ) in nearly quantitative yields.
Journal ArticleDOI
Studies on organophosphorus compounds—XXVII: Synthesis of thiono-, thiolo- and dithiolactones
TL;DR: In this paper, the dimer of p-methoxyphenylthionophosphine sulfide, 1, in anhydrous xylene or toluene to give the corresponding thionolactones, 3a-d, in good yields.