- BORON-CONTAINING CYCLIC EMISSIVE COMPOUNDS AND COLOR CONVERSION FILM CONTAINING THE SAME
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The present disclosure relates to novel photoluminescent complexes comprising a BODIPY moiety covalently bonded to a blue light absorbing moiety, a color conversion film comprising the photoluminescent complex, and a back-light unit using the same.
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- HEPATITIS C VIRUS INHIBITORS AND USES THEREOF IN PREPARATION OF DRUGS
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A series of hepatitis C virus (HCV) inhibitors and compositions and applications thereof in the preparation of drugs for treating chronic HCV infection. Especially, a series of compounds that are used as NS5A inhibitors, and compositions and uses thereof in the preparations of drugs.
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- Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling
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Using a simple copper(i) catalyst has allowed a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction to be developed. The process provides a single step route to diaryl sulfones from the direct combination of aryl boronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide is delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulting in the formation of a presumed Cu-sulfinate intermediate. These sulfinates could be trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, β-hydroxyl sulfones, sulfonamides and sulfonyl fluorides.
- Chen, Yiding,Willis, Michael C.
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p. 3249 - 3253
(2017/04/04)
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- Highly regioselective ring-opening of aziridines with arenesulfinates on water: A facile access to β-amino/vinyl sulfones
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We have developed a LiBr catalyzed efficient synthesis of β-amino sulfones from readily available aziridines and sodium sulfinates in good to excellent yields. The synthetic potential of β-amino sulfones has also been demonstrated by their facile conversion to the corresponding vinyl sulfones. The use of water as reaction media, atom-economy and isolation of products by simple filtration in the case of solid β-amino sulfones are certain green virtues of the synthetic protocol.
- Chawla, Ruchi,Singh, Atul K.,Yadav, Lal Dhar S.
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p. 1720 - 1724
(2013/03/13)
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- An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction
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An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective β-iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
- Sawangphon, Tassaporn,Katrun, Praewpan,Chaisiwamongkhol, Korbua,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn,Soorukram, Darunee,Kuhakarn, Chutima
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supporting information
p. 1692 - 1707
(2013/05/22)
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- PhI(OAc)2/KI-mediated reaction of aryl sulfinates with alkenes, alkynes, and α,β-unsaturated carbonyl compounds: Synthesis of vinyl sulfones and β-iodovinyl sulfones
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(Diacetoxyiodo)benzene [PhI(OAc)2, DIB] was able to promote the reaction of sodium aryl sulfinate and potassiumiodide (KI) with alkenes and alkynes to afford the corresponding vinyl sulfones and β-iodovinyl sulfones, respectively, in good yield
- Katrun, Praewpan,Chiampanichayakul, Supanimit,Korworapan, Kanokwan,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn,Kuhakarn, Chutima
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supporting information; experimental part
p. 5633 - 5641
(2010/12/25)
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- Palladium-catalyzed coupling of vinyl tosylates with arylsulfinate salts
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The first palladium-catalyzed coupling of vinyl tosylates with arylsulfinate salts is described. A variety of cyclic and acyclic vinyl tosylates were coupled with aryl sulfinate salts using 2.5 mol % Pd2(dba)3/5.0 mol % XantPhos to g
- Reeves, Diana C.,Rodriguez, Sonia,Lee, Heewon,Haddad, Nizar,Krishnamurthy, Dhileep,Senanayake, Chris H.
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experimental part
p. 2870 - 2873
(2009/09/06)
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- Polystyrene-supported selenosulfonates: Efficient reagents for regio- and stereocontrolled synthesis of vinyl sulfones
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Two novel polystyrene-supported selenosulfonates reagents have been developed. As reagents for boron trifluoride catalyzed or AIBN catalyzed addition to olefins were successfully demonstrated and have been used for regioselective synthesis of vinyl sulfon
- Qian,Huang
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p. 1913 - 1916
(2007/10/03)
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- Convenient Methods for the Preparation of Vinylic and Allylic Sulfones from Alkenes, Haloalkanes, and Aldehydes. Stereochemistry of the Conversion of Vinylic Sulfones to the Corresponding Allylic Sulfones
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1- or 2-p-Tolylsulfonyl(=tosyl)-1-alkenes, vinylic sulfones, were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration and also from 1-haloalkanes by the homologation or unhomologation methods.The vinylic sulfones thus prepared were further converted to the corresponding allylic sulfones under basic conditions.The stereochemistry of this conversion was discussed.One-carbon homologated allylic sulfones were directly obtained from aldehydes in good yields by the reaction with diethyl phenylsulfonylmethylphosphonate and 1,8-diazabicycloundec-7-ene (DBU) under mild conditions.
- Inomata, Katsuhiko,Sasaoka, Shin-ichi,Kobayashi, Toshifumi,Tanaka, Yuhji,Igarashi, Susumu,et al.
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p. 1767 - 1780
(2007/10/02)
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- Preparation of some Allylic Sulphones; Base-catalysed Isomerisation and Deuteriation of Cyclohex-2-enyl p-Tolyl Sulphones
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A summary of the methods used in the preparation of a range of allylic sulphones is given.In the case of the conformationally biased sulphones (5) and (6) stereospecific preparation from the cis- and trans-5-t-butylcyclohex-2-en-1-ols was achieved by rear
- Knight, Derek J.,Lin, Peter,Russell, Simon T.,Whitham, Gordon H.
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p. 2701 - 2706
(2007/10/02)
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- CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES
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1 or 2-p-Toluenesulfonyl(=tosyl)-1-alkenes were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration, respectively.Conversion of 1-tosyl-1-alkenes to the corresponding allylic sulfones, 1-tosyl-2-alkenes, was achieved by t
- Inomata, Katsuhiko,Kobayashi, Toshifumi,Sasaoka, Shin-ichi,Kinoshita, Hideki,Kotake, Hiroshi
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p. 289 - 292
(2007/10/02)
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- The Arenesulphonomercuriation of Alkenes - a Route to Vinyl Sulphones
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Vinyl sulphones were obtained from the reaction of alkenes with mercury(II) chloride and sodium arenesulphinate followed by base catalysed eliminative demercuriation.
- Sas, Wojciech
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p. 862 - 863
(2007/10/02)
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- Se-Phenyl Areneselenosulfonates: Their Facile Formation and Striking Chemistry
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Benzeneseleninic acid reacts rapidly at 0 deg C with aromatic sulfinic acids according to the stoichiometry of eq 3 to form Se-phenyl arenesulfonates, PhSeSO2Ar (2), in high yield.In contrast to thiosulfonates, PhSSO2Ar, areneselenosulfonates are extremely photosensitive and undergo quite rapid photodecomposition.The principal products of this photodecomposition are the sulfonic anhydride, ArSO2OSO2Ar, and diphenyl diselenide.In the presence of added alkenes the facile photodissociation of 2 can be used to initiate a free-radical chain reaction that results in the addition of 2 to the alkene to form β-phenylseleno sulfones in good yield.The β-phenylseleno sulfones can be converted to synthetically useful α,β-unsaturated sulfones by oxidation of the β-phenylseleno group to the corresponding selenoxide and subsequent elimination of PhSeOH.Photoaddition of 2 to 2,5-norbornadiene to 5-(phenylseleno)-exo-3-nortricyclyl aryl sulfone as the almost exclusive product, while photoaddition to 1,5-cyclooctadiene gives a mixture of approximately equal amounts of the 1,2-adduct, 5-(phenylseleno)-6-arenesulfonyl-1-cyclooctene, and the product of transannular addition, 6-(phenylseleno)-exo-2-arenesulfonyl-cis-bicyclooctane.Besides their extraordinary ease of photodissociation, compounds 2 also react extremely readily with nucleophiles: Nu- + PhSeSO2Ar -> PhSeNu + ArSO2-.Kinetic studies show that the reactivity of PhSeSO2Ar with cyanide ion in such a reaction is 70000 times larger than the reactivity of the corresponding thiosulfonate, PhSSO2Ar.
- Gancarz, Roman A.,Kice, John L.
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p. 4899 - 4906
(2007/10/02)
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- Selenosulfonation: Boron Trifluoride Catalyzed or Thermal Addition of Selenosulfonates to Olefins. A Novel Regio- and Stereocontrolled Synthesis of Vinyl Sulfones.
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Se-Phenyl areneselenosulfonates 1 add to a variety of olefins to produce β-phenylseleno sulfones 2.The reaction may be performed in the presence of boron trifluoride etherate to produce chiefly or exclusively Markovnikov products arising from a stereospecific anti addition.Alternatively, the addition may be thermally induced to afford anti-Markovnikov products generated by a nonstereospecific free-radical process.The two modes of addition achieve complementary regiospecificity.The β-phenylseleno sulfones are converted in high yield to vinyl sulfones by stereospecific oxidation-elimination with m-chloroperbenzoic acid.
- Back, Thomas G.,Collins, Scott
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p. 3249 - 3256
(2007/10/02)
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- Copper-Catalyzed Additions of Sulfonyl Iodides to Simple and Cyclic Alkenes
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A convenient synthesis for various β-iodo sulfones has been developed.The reaction involves additions of alkane- and arenesulfonyl iodides to simple and cyclic alkenes under the catalytic action of copper(II) chloride.The favored stereochemical results for cyclic alkenes have been rationalized in terms of stepwise addition of both portions of the addend from the diaxial direction.
- Liu, Lilian Kao,Chi, Y.,Jen, Kwan-Yue
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p. 406 - 410
(2007/10/02)
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- PHOTODECOMPOSITION OF SELENOSULFONATES AND THEIR FACILE PHOTOADDITION TO ALKENES1
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Phenyl areneselenosulfonates (1) are very photosensitive and easily undergo photodecomposition via initial homolysis of the Se-S bond.In the presence alkenes this facile photodissociation of 1 can be used to initiate a free radical chain reaction (eq 6) that leads to addition of 1 to the alkene to form β-phenylselenosulfones (2).The photoaddition requires much shorter reaction times than the non-photolytic addition of 1 to alkenes described recently.
- Gancarz, Roman A.,Kice, John L.
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p. 4155 - 4158
(2007/10/02)
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- "Selenosulfonation": the addition of selenolsulfonates to olefins
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The reaction of phenyl areneselenolsulfonates with unhindered olefins affords β-phenylselenosulfone adducts, usually with high regio- and stereoselectivity.
- Back, Thomas G.,Collins, Scott
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p. 2215 - 2218
(2007/10/02)
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