The Experts below are selected from a list of 294 Experts worldwide ranked by ideXlab platform
Lukas J Goossen - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aryl tri and difluoromethyl Thioethers via a c h thiocyanation fluoroalkylation cascade
ChemInform, 2016Co-Authors: Kevin Jouvin, Christian Matheis, Lukas J GoossenAbstract:The synthesis of aryl trifluoromethyl Thioethers and aryl difluoromethyl Thioethers proceed with remarkable regioselectivity for the most electron-rich, sterically least hindered position of the arene.
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synthesis of aryl tri and difluoromethyl Thioethers via a c h thiocyanation fluoroalkylation cascade
Chemistry: A European Journal, 2015Co-Authors: Kevin Jouvin, Christian Matheis, Lukas J GoossenAbstract:: An AlCl3 -catalyzed CH thiocyanation was discovered and combined with a Langlois-type trifluoromethylation to afford aryl trifluoromethyl Thioethers directly from arenes, N-thiocyanatosuccinimide (NTS) and Ruppert-Prakash reagent. An analogous combination with a copper-mediated difluoromethylation gives access to aryl difluoromethyl Thioethers. Both processes proceed with exceptional regioselectivity for the most electron-rich, sterically least hindered position of the arene. The sulfur and fluoroalkyl groups originate from different sources, so that the use of expensive, preformed fluoroalkylthiolation reagents is avoided.
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synthesis of difluoromethyl Thioethers from difluoromethyl trimethylsilane and organothiocyanates generated in situ
ChemInform, 2015Co-Authors: Bilguun Bayarmagnai, Kevin Jouvin, Christian Matheis, Lukas J GoossenAbstract:The transformation of alkyl and (heteroaryl) thiocyanates to difluoromethyl Thioethers is examined.
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sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and ruppert prakash reagent
Chemical Science, 2014Co-Authors: Gregory Danoun, Bilguun Bayarmagnai, Matthias F Gruenberg, Lukas J GoossenAbstract:In the presence of copper thiocyanate, sodium thiocyanate and the inexpensive, easy-to-use trifluoromethylating reagent Me3Si–CF3, diazonium salts are smoothly converted into the corresponding aryl trifluoromethyl Thioethers. Combined with diazotisation, this convenient and inexpensive method allows the straightforward synthesis of aryl or heteroaryl trifluoromethyl Thioethers from the corresponding anilines.
Govindasamy Sekar - One of the best experts on this subject based on the ideXlab platform.
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cu catalyzed one pot synthesis of unsymmetrical diaryl Thioethers by coupling of aryl halides using a thiol precursor
ChemInform, 2011Co-Authors: D J C Prasad, Govindasamy SekarAbstract:The new and efficient method can also be applied successfully to the synthesis of symmetrical diaryl Thioethers, aryl alkyl Thioethers, and benzothiazoles.
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cu catalyzed one pot synthesis of unsymmetrical diaryl Thioethers by coupling of aryl halides using a thiol precursor
Organic Letters, 2011Co-Authors: D J C Prasad, Govindasamy SekarAbstract:An efficient Cu-catalyzed one-pot approach for the synthesis of unsymmetrical diaryl Thioethers using potassium ethyl xanthogenate as a thiol surrogate is developed. This new protocol avoids usage of intricate thiols and makes use of its easily available xanthate as a precursor, and thiol will be generated in situ to prepare the diaryl Thioethers through a Cu-catalyzed double arylation. This strategy was further successfully utilized for the synthesis of symmetrical diaryl Thioethers, aryl alkyl Thioethers, and benzothiazoles.
John F Hartwig - One of the best experts on this subject based on the ideXlab platform.
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one pot synthesis of unsymmetrical diaryl Thioethers by palladium catalyzed coupling of two aryl bromides and a thiol surrogate
Chemistry: A European Journal, 2010Co-Authors: Manuel A Fernandezrodriguez, John F HartwigAbstract:Aromatic Thioethers are valuable synthetic intermediates frequently found in biologically and pharmaceutically active molecules or in polymeric materials. In particular, diaryl-and aryl-heteroaryl Thioethers are essential components of numerous drugs with potential application in the treatment of inflammation, cancer, human immunodeficiency virus (HIV), asthma, Alzheimer’s and Parkinson’s diseases.[1–6] Furthermore, diaryl Thioethers are precursors to the corresponding sulfoxides and sulfones that also exhibit important biological activities and are contained in antifungal and anti-cancer agents as well as in potential drug candidates for Alzheimer’s disease or HIV.[7–11] Classical methods for the synthesis of such Thioethers encompass thermal reaction of arenes with sulfur,[12,13] base-mediated reactions of activated chloroarenes with thiophenols,[14] and condensation of organolithium or Grignard reagents with chlorophenyl sulfide.[15] However, these reactions often require harsh reaction conditions, occur with low regioselectivity, and form disulfide and thiantrene side products.[12,13]
Kevin Jouvin - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aryl tri and difluoromethyl Thioethers via a c h thiocyanation fluoroalkylation cascade
ChemInform, 2016Co-Authors: Kevin Jouvin, Christian Matheis, Lukas J GoossenAbstract:The synthesis of aryl trifluoromethyl Thioethers and aryl difluoromethyl Thioethers proceed with remarkable regioselectivity for the most electron-rich, sterically least hindered position of the arene.
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synthesis of aryl tri and difluoromethyl Thioethers via a c h thiocyanation fluoroalkylation cascade
Chemistry: A European Journal, 2015Co-Authors: Kevin Jouvin, Christian Matheis, Lukas J GoossenAbstract:: An AlCl3 -catalyzed CH thiocyanation was discovered and combined with a Langlois-type trifluoromethylation to afford aryl trifluoromethyl Thioethers directly from arenes, N-thiocyanatosuccinimide (NTS) and Ruppert-Prakash reagent. An analogous combination with a copper-mediated difluoromethylation gives access to aryl difluoromethyl Thioethers. Both processes proceed with exceptional regioselectivity for the most electron-rich, sterically least hindered position of the arene. The sulfur and fluoroalkyl groups originate from different sources, so that the use of expensive, preformed fluoroalkylthiolation reagents is avoided.
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synthesis of difluoromethyl Thioethers from difluoromethyl trimethylsilane and organothiocyanates generated in situ
ChemInform, 2015Co-Authors: Bilguun Bayarmagnai, Kevin Jouvin, Christian Matheis, Lukas J GoossenAbstract:The transformation of alkyl and (heteroaryl) thiocyanates to difluoromethyl Thioethers is examined.
Dennis P Curran - One of the best experts on this subject based on the ideXlab platform.
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neutral sulfur nucleophiles synthesis of Thioethers and thioesters by substitution reactions of n heterocyclic carbene boryl sulfides and thioamides
Organic Letters, 2014Co-Authors: Dennis P CurranAbstract:Newly discovered boryl sulfides and N-borylthioamides are shown to serve as neutral sources of sulfur nucleophiles in substitutions reactions. For example, heating of diMe-Imd-BH(SPh)2 with benzyl bromides, primary bromides, or acid chlorides provides the corresponding Thioethers or thioesters in high yields. Likewise, N-phenyltetrazole Thioethers/esters are made from a readily available N-borylthionotetrazole. The formation of the boryl sulfide and its onward nucleophilic substitution can be telescoped down to a one-pot reaction whose components are an NHC–borane (NHC-BH3), a disulfide, and an electrophile.