73116-74-2Relevant academic research and scientific papers
Synthesis of 3-substituted 2-cyclohexenones through umpoled functionalization
Lechuga-Eduardo, Harim,Zarza-Acu?a, Eduardo,Romero-Ortega, Moisés
, p. 3234 - 3237 (2017/07/27)
A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF.
A catalytic synthesis of thiosilanes and silthianes: Palladium nanoparticle-mediated cross-coupling of silanes with thio phenyl and thio vinyl ethers through selective carbon-sulfur bond activation
Chung, Mee-Kyung,Schlaf, Marcel
, p. 7386 - 7392 (2007/10/03)
Palladium nanoparticles generated in situ from N, N-dimethyl-acetamide (DMA) solutions of PdX2 (X = Cl-, OAc-, OCOCF3-) or Pd2(dba)3 by reduction with alkyl silanes R3SiH (R = Me, Et, i-Pr, t-Bu) are selective catalysts for the cross-coupling of the silanes R3SiH with phenyl and vinyl thioethers forming the corresponding thiosilanes and silthianes in high yields and under mild conditions. The method is applicable to phenyl thioglycosides, giving access to thiosilyl glycosides a new class of sugar derivatives.
1,8-DIAZABICYCLOUNDEC-7-ENE(DBU): AN EFFECTIVE BASE FOR THE INTRODUCTION OF t-BUTYLDIMETHYLSILYL GROUP IN ORGANIC COMPOUNDS.
Aizpurua, Jesus M.,Palomo, Claudio
, p. 475 - 476 (2007/10/02)
Reaction of alcohols, thiols, amines, carboxylic acids, phenols, hydroquinones, ketoesters and amides with equimolecular amounts of t-butyldimethylchlorosilane and DBU, even in solvents other than dimethylformamide affords the corresponding t-butyldimethy
Chemistry of Sulfenic Acids. 1. Synthesis of Trimethylsilyl Arenesulfenates (Arenesulfenic Acids)
Davis, Franklin A.,Rizvi, Syed Q. A.,Ardecky, Robert,Gosciniak, Donald J.,Friedman, Arthur J.,Yocklovich, Steven G.
, p. 1650 - 1653 (2007/10/02)
Trimethylsilyl arenesulfenates (5), masked sulfenic acids, are prepared in low yield by trapping the intermediate arenesulfenic acid generated by thermolysis of the corresponding N-benzylidenarenesulfinamide (4) with chlorotrimethylsilane-hexamethyldisilazane.Attempts to prepare 5 by oxidation of trialkyl(phenylthio)silanes (8) with 2-(benzenesulfonyl)-3-phenyloxaziridine (11), an aprotic oxidizing reagent, gave instead the previously unknown trialkylsilyl benzenesulfinates (12).These results are attributed to the enhabced nucleophilicity (α effect) of the intermediate trialkylsilyl arenesulfenate ester.
