Preparation of Alkyl Alkynyl Sulfones and Cyclic Vinyl Sulfones from Alkynyl(aryl)iodonium Salts
(2016)
Journal Article
Rodríguez, A., & Moran, W. J. (2016). Preparation of Alkyl Alkynyl Sulfones and Cyclic Vinyl Sulfones from Alkynyl(aryl)iodonium Salts. Journal of Organic Chemistry, https://doi.org/10.1021/acs.joc.6b00124
Outputs (19)
Aqueous DMSO Mediated Conversion of (2-(Arylsulfonyl)vinyl)iodonium Salts to Aldehydes and Vinyl Chlorides (2016)
Journal Article
Zawia, E., & Moran, W. (2016). Aqueous DMSO Mediated Conversion of (2-(Arylsulfonyl)vinyl)iodonium Salts to Aldehydes and Vinyl Chlorides. Molecules, 21(8), Article 1073. https://doi.org/10.3390/molecules21081073Vinyl(aryl)iodonium salts are useful compounds in organic synthesis but they are under-utilized and their chemistry is under-developed. Herein is described the solvolysis of some vinyl(phenyl)iodonium salts, bearing an arylsulfonyl group, in aqueous... Read More about Aqueous DMSO Mediated Conversion of (2-(Arylsulfonyl)vinyl)iodonium Salts to Aldehydes and Vinyl Chlorides.
Dual oxidation/bromination of alkylbenzenes (2016)
Journal Article
Aborways, M., & Moran, W. (2016). Dual oxidation/bromination of alkylbenzenes. Tetrahedron Letters, https://doi.org/10.1016/j.tetlet.2016.01.062In the presence of sodium bromide and Oxone, a range of alkylbenzene derivatives are brominated and/or oxidized with up to four C-H bonds being functionalized.
Studies on the Pd-catalyzed dimerization of silacyclobutanes (2015)
Journal Article
Aborways, M., & Moran, W. (2015). Studies on the Pd-catalyzed dimerization of silacyclobutanes. Journal of Organometallic Chemistry, 797, 57-59. https://doi.org/10.1016/j.jorganchem.2015.07.040Dimerization of silacyclobutanes has been achieved under palladium catalysis at room temperature. A previous report described the requirement for high temperature and a stoichiometric amount of palladium complex to effect this process.
Iodoarene-catalyzed cyclizations of unsaturated amides (2015)
Journal Article
Moran, W., Alhalib, A., & Kamouka, S. (2015). Iodoarene-catalyzed cyclizations of unsaturated amides. Organic Letters, https://doi.org/10.1021/acs.orglett.5b00333The cyclization of N-alkenylamides catalyzed by iodoarenes under oxidative conditions is presented. Five-, six-, and seven-membered rings with a range of substitutions can be prepared by this route. Preliminary data from the use of chiral iodoarenes... Read More about Iodoarene-catalyzed cyclizations of unsaturated amides.
Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group (2014)
Journal Article
Moran, W., & Hamnett, D. (2014). Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group. Organic and Biomolecular Chemistry, 12(24), https://doi.org/10.1039/c4ob00556bThe majority of alkynyl(aryl)iodonium salts reported in the literature are derived from iodobenzene. This article describes the effects of varying this iodoarene building block on the synthesis, reactivity and stability of these salts. Two procedures... Read More about Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group.
Reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions (2014)
Journal Article
Aborways, M. M., & Moran, W. J. (2014). Reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions. Tetrahedron Letters, 55(13), 2127-2129. https://doi.org/10.1016/j.tetlet.2014.02.042The study of the reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions is presented. With sodium iodide, α-iodoenones were formed, however, with sodium bromide or chloride the α-haloenones were only formed in low yie... Read More about Reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions.
CuI-catalyzed cycloisomerization of propargyl amides (2013)
Journal Article
Moran, W., & Alhalib, A. (2014). CuI-catalyzed cycloisomerization of propargyl amides. Organic and Biomolecular Chemistry, 12(5), 795-800. https://doi.org/10.1039/c3ob42030bThe synthesis of substituted dihydrooxazoles by the CuI-catalyzed cycloisomerization of terminal propargyl amides is reported. The reaction has been shown to have good substrate scope and experiments to delineate the mechanism have been performed. Su... Read More about CuI-catalyzed cycloisomerization of propargyl amides.
Oxidative rearrangement of tertiary propargylic alcohols (2012)
Journal Article
Rodríguez, A., & Moran, W. J. (2013). Oxidative rearrangement of tertiary propargylic alcohols. SYNLETT, 24(1), 102-104. https://doi.org/10.1055/s-0032-1317711An oxidative rearrangement of tertiary alcohols mediated by m-CPBA is described that generates tetrasubstituted alkenes with a carboxylic acid substituent. The mechanism of the reaction is proposed to proceed through epoxidation of the alkyne to form... Read More about Oxidative rearrangement of tertiary propargylic alcohols.