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Synthesis of 4‑Halo-3(2H)‑furanones Using Intramolecular Cyclization of Sulfonium Salts
The Journal of Organic Chemistry, ISSN 0022-3263, 06/2017, Volume 82, Issue 11, pp. 5583 - 5589
A simple and efficient synthesis of 4-halo-3(2H)-furanones by halogenative intramolecular cyclization of sulfonium salts is described, which can expedite the...
PSEUROTIN-A | SUBSTITUTED 3(2H)-FURANONES | ALPHA-HYDROXY KETONES | CATALYZED REACTIONS | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | INHIBITORS | ASYMMETRIC TOTAL-SYNTHESIS | DERIVATIVES | CARBOXYLIC-ACIDS | Chemical synthesis | Usage | Ring formation (Chemistry)
PSEUROTIN-A | SUBSTITUTED 3(2H)-FURANONES | ALPHA-HYDROXY KETONES | CATALYZED REACTIONS | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | INHIBITORS | ASYMMETRIC TOTAL-SYNTHESIS | DERIVATIVES | CARBOXYLIC-ACIDS | Chemical synthesis | Usage | Ring formation (Chemistry)
Journal Article
Tetrahedron Letters, ISSN 0040-4039, 12/2017, Volume 58, Issue 52, pp. 4872 - 4875
A simple and efficient synthesis of 4,5-dihydro-4-oxo-3-furancarboxylates using an acylative intramolecular cyclization of sulfonium salts is described. The...
Sulfonium salt | One-pot process | Acylative intramolecular cyclization | 4,5-Dihydro-4-oxo-3-furancarboxylate | 3(2H)-furanone | SUBSTITUTED 3(2H)-FURANONES | ALPHA-HYDROXY KETONES | DESIGN | CATALYZED REACTIONS | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | PSEUROTIN-A | PATHWAY | CONSTRUCTION | INHIBITORS | DERIVATIVES | Organic acids
Sulfonium salt | One-pot process | Acylative intramolecular cyclization | 4,5-Dihydro-4-oxo-3-furancarboxylate | 3(2H)-furanone | SUBSTITUTED 3(2H)-FURANONES | ALPHA-HYDROXY KETONES | DESIGN | CATALYZED REACTIONS | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | PSEUROTIN-A | PATHWAY | CONSTRUCTION | INHIBITORS | DERIVATIVES | Organic acids
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 02/2016, Volume 55, Issue 7, pp. 2564 - 2568
Azulenesulfonium salts may be readily prepared from the corresponding azulenes by an SEAr reaction. These azulene sulfonium salts are bench‐stable species that...
sulfoxides | azulenes | Suzuki–Miyaura cross-coupling | synthetic methods | sulfonium salts | Suzuki-Miyaura cross-coupling | 60TH ANNIVERSARY | EXPANSION-ANNULATION STRATEGY | RING CONNECTIVITY | BUILDING-BLOCKS | CHEMISTRY, MULTIDISCIPLINARY | ANION RECEPTORS | EXCITED-STATE PROPERTIES | 7-MEMBERED RING | SUBSTITUTED AZULENES | CONJUGATED OLIGOMERS | Analysis | Organosulfur compounds | Chemical reactions | Cross coupling | Salts | Azulene | Halides | Reagents | Communications | Communication
sulfoxides | azulenes | Suzuki–Miyaura cross-coupling | synthetic methods | sulfonium salts | Suzuki-Miyaura cross-coupling | 60TH ANNIVERSARY | EXPANSION-ANNULATION STRATEGY | RING CONNECTIVITY | BUILDING-BLOCKS | CHEMISTRY, MULTIDISCIPLINARY | ANION RECEPTORS | EXCITED-STATE PROPERTIES | 7-MEMBERED RING | SUBSTITUTED AZULENES | CONJUGATED OLIGOMERS | Analysis | Organosulfur compounds | Chemical reactions | Cross coupling | Salts | Azulene | Halides | Reagents | Communications | Communication
Journal Article
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Synthesis of o‑Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides
Organic Letters, ISSN 1523-7060, 02/2017, Volume 19, Issue 4, pp. 838 - 841
The aryne insertion into “SO” bond has been validated recently. This technology is elusively applied to the synthesis of thioethers. In contrast to the...
ORGANIC-SYNTHESIS | STEP SIMULTANEOUS CONSTRUCTION | COUPLING REACTION | C-P | CHEMISTRY | CHEMISTRY, ORGANIC | SUBSTITUTED SULFONIUM SALTS | CARBON-CARBON | SIGMA-BONDS | POLYMERIZATION | CATIONIC PHOTOINITIATORS
ORGANIC-SYNTHESIS | STEP SIMULTANEOUS CONSTRUCTION | COUPLING REACTION | C-P | CHEMISTRY | CHEMISTRY, ORGANIC | SUBSTITUTED SULFONIUM SALTS | CARBON-CARBON | SIGMA-BONDS | POLYMERIZATION | CATIONIC PHOTOINITIATORS
Journal Article
Organic Letters, ISSN 1523-7060, 10/2015, Volume 17, Issue 20, pp. 5044 - 5047
A concise synthesis of stereodefined C-substituted morpholines, piperazines, azepines, and oxazepines in moderate to excellent yields (27% to 75%) is reported...
TANDEM REACTIONS | THIOMORPHOLINES | ASYMMETRIC-SYNTHESIS | AMINO-ALCOHOLS | ONE-STEP SYNTHESIS | SUBSTITUTED MORPHOLINES | SNAP REAGENTS | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | VINYLSULFONIUM SALTS | PIPERAZINES | Stereoisomerism | Azepines - chemical synthesis | Morpholines - chemistry | Azepines - chemistry | Oxazepines - chemical synthesis | Sulfonium Compounds - chemistry | Diamines - chemistry | Piperazines - chemical synthesis | Molecular Structure | Catalysis | Amino Alcohols - chemistry | Morpholines - chemical synthesis | Oxazepines - chemistry
TANDEM REACTIONS | THIOMORPHOLINES | ASYMMETRIC-SYNTHESIS | AMINO-ALCOHOLS | ONE-STEP SYNTHESIS | SUBSTITUTED MORPHOLINES | SNAP REAGENTS | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | VINYLSULFONIUM SALTS | PIPERAZINES | Stereoisomerism | Azepines - chemical synthesis | Morpholines - chemistry | Azepines - chemistry | Oxazepines - chemical synthesis | Sulfonium Compounds - chemistry | Diamines - chemistry | Piperazines - chemical synthesis | Molecular Structure | Catalysis | Amino Alcohols - chemistry | Morpholines - chemical synthesis | Oxazepines - chemistry
Journal Article
Organic and Biomolecular Chemistry, ISSN 1477-0520, 2017, Volume 15, Issue 34, pp. 7181 - 7189
Reactions between arynes and alkyl sulfides have been extensively studied over the past few decades. These reactions commonly end with a dealkylation process...
ORGANIC-SYNTHESIS | FACILE N-ARYLATION | 2,3 STEVENS REARRANGEMENT | EMPLOYING ARYNES | TERTIARY-AMINES | CHEMISTRY, ORGANIC | SUBSTITUTED SULFONIUM SALTS | PHOSPHINE OXIDES | AROMATIC-COMPOUNDS | GRIGNARD-REAGENTS | CARBOXYLIC-ACIDS
ORGANIC-SYNTHESIS | FACILE N-ARYLATION | 2,3 STEVENS REARRANGEMENT | EMPLOYING ARYNES | TERTIARY-AMINES | CHEMISTRY, ORGANIC | SUBSTITUTED SULFONIUM SALTS | PHOSPHINE OXIDES | AROMATIC-COMPOUNDS | GRIGNARD-REAGENTS | CARBOXYLIC-ACIDS
Journal Article
Tetrahedron Letters, ISSN 0040-4039, 07/2015, Volume 56, Issue 29, pp. 4312 - 4315
An efficient synthesis of cyclohexane- and cyclopentane-1,3-dione-2-spirocyclopropanes from 1,3-cycloalkanediones using sulfonium salts was achieved. The...
One-pot synthesis | Cyclopropane | Sulfonium salts | 1,3-Cyclohexanediones | Indole | ROUTE | REAGENTS | CHEMISTRY, ORGANIC | RHODIUM-CATALYZED CYCLOPROPANATION | ALKENES | CYCLOADDITION | ACTIVATED CYCLOPROPANES | ASYMMETRIC CYCLOPROPANATION | SUBSTITUTED VINYLSULFONIUM SALTS | BROMODIMETHYLSULFONIUM BROMIDE | DIHYDROFURANS
One-pot synthesis | Cyclopropane | Sulfonium salts | 1,3-Cyclohexanediones | Indole | ROUTE | REAGENTS | CHEMISTRY, ORGANIC | RHODIUM-CATALYZED CYCLOPROPANATION | ALKENES | CYCLOADDITION | ACTIVATED CYCLOPROPANES | ASYMMETRIC CYCLOPROPANATION | SUBSTITUTED VINYLSULFONIUM SALTS | BROMODIMETHYLSULFONIUM BROMIDE | DIHYDROFURANS
Journal Article
Progress in Polymer Science, ISSN 0079-6700, 02/2017, Volume 65, pp. 1 - 41
Recently, long-wavelength photoinitiating systems for cationic photopolymerization (LWCPIs) have attracted growing interest due to the wide applications of...
Photosensitization | Photocatalysts | Onium salts | Free radical promoted cationic polymerization | Visible light cationic photoinitiating systems | POLYMER SCIENCE | ADDITION-FRAGMENTATION AGENT | SILYL RADICAL CHEMISTRY | ONIUM TETRAKIS(PENTAFLUOROPHENYL)BORATE INITIATORS | ELECTRON-TRANSFER PHOTOSENSITIZERS | DIALKYLPHENACYLSULFONIUM SALT PHOTOINITIATORS | ACYLGERMANE-BASED PHOTOINITIATOR | LASER FLASH-PHOTOLYSIS | ACTIVATED MONOMER POLYMERIZATION | SUBSTITUTED SULFONIUM SALTS | HIGHLY EFFICIENT PHOTOINITIATORS | Polymerization | Analysis
Photosensitization | Photocatalysts | Onium salts | Free radical promoted cationic polymerization | Visible light cationic photoinitiating systems | POLYMER SCIENCE | ADDITION-FRAGMENTATION AGENT | SILYL RADICAL CHEMISTRY | ONIUM TETRAKIS(PENTAFLUOROPHENYL)BORATE INITIATORS | ELECTRON-TRANSFER PHOTOSENSITIZERS | DIALKYLPHENACYLSULFONIUM SALT PHOTOINITIATORS | ACYLGERMANE-BASED PHOTOINITIATOR | LASER FLASH-PHOTOLYSIS | ACTIVATED MONOMER POLYMERIZATION | SUBSTITUTED SULFONIUM SALTS | HIGHLY EFFICIENT PHOTOINITIATORS | Polymerization | Analysis
Journal Article
Advanced Synthesis & Catalysis, ISSN 1615-4150, 02/2018, Volume 360, Issue 3, pp. 438 - 443
A formal sequential [1+2]‐ and [2+3]‐annulation of prop‐2‐ynylsulfonium salts and tosylaminomethyl enones was developed, constructing a series of methylene...
cyclopropanes | one-pot reaction | azabicyclo[3.1.0]hexanes | prop-2-ynylsulfonium salts | sequential annulation | DOMINO REACTION | INTRAMOLECULAR CYCLOPROPANATION | SULFUR YLIDES | ADDITION-CYCLIZATION REACTIONS | ENANTIOSELECTIVE SYNTHESIS | FUSED HETEROCYCLES | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | STEREOSELECTIVE-SYNTHESIS | CHEMISTRY, APPLIED | SUBSTITUTED VINYLSULFONIUM SALTS | Organic chemistry | Chemical reactions | Cycloaddition | Hexanes | Methylene | Organic compounds
cyclopropanes | one-pot reaction | azabicyclo[3.1.0]hexanes | prop-2-ynylsulfonium salts | sequential annulation | DOMINO REACTION | INTRAMOLECULAR CYCLOPROPANATION | SULFUR YLIDES | ADDITION-CYCLIZATION REACTIONS | ENANTIOSELECTIVE SYNTHESIS | FUSED HETEROCYCLES | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | STEREOSELECTIVE-SYNTHESIS | CHEMISTRY, APPLIED | SUBSTITUTED VINYLSULFONIUM SALTS | Organic chemistry | Chemical reactions | Cycloaddition | Hexanes | Methylene | Organic compounds
Journal Article
Synthesis, ISSN 0039-7881, 11/2012, Volume 44, Issue 22, pp. 3489 - 3495
Abstract ( E )-Diphenyl-β-(trifluoromethyl)vinylsulfonium triflate, readily prepared from 2-bromo-3,3,3-trifluoroprop-1-ene in two steps, undergoes double...
paper | ylides | vinylsulfonium salts | heterocycles | cyclization | fluorine | ROUTE | REACTIVITY | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | TRIFLUOROMETHYL-SUBSTITUTED CYCLOPROPANES | OLEFINS | 1-PHENYLSULFONYL-3,3,3-TRIFLUOROPROPENE | DIALKYL
paper | ylides | vinylsulfonium salts | heterocycles | cyclization | fluorine | ROUTE | REACTIVITY | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | TRIFLUOROMETHYL-SUBSTITUTED CYCLOPROPANES | OLEFINS | 1-PHENYLSULFONYL-3,3,3-TRIFLUOROPROPENE | DIALKYL
Journal Article
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Metal‐Free Multicomponent Reaction for Synthesis of 4,5‐Disubstituted 1,2,3‐(NH)‐Triazoles
Advanced Synthesis & Catalysis, ISSN 1615-4150, 05/2018, Volume 360, Issue 10, pp. 1949 - 1953
A metal‐free domino reaction was developed for efficient synthesis of 4,5‐disubstituted 1,2,3‐(NH)‐triazoles by sequentially coupling sulfur salts with...
Triazole | Cycloaddition | Sulfur Salt | Multicomponent Reaction | Organic Catalyst | HIGHLY ENANTIOSELECTIVE SYNTHESIS | AZIDE-ALKYNE CYCLOADDITION | SULFUR YLIDES | ONE-POT | FORMAL 4+1 ANNULATION | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | DIMETHYLSULFONIUM METHYLIDE | MEDIATED ASYMMETRIC EPOXIDATIONS | DIASTEREOSELECTIVE SYNTHESIS | CHEMISTRY, APPLIED | SUBSTITUTED VINYLSULFONIUM SALTS | Proline | Sulfur compounds | Aldehydes | Triazoles | Sodium azides | Cascade chemical reactions | Coupling | Sulfur | Chemical synthesis | Substrates
Triazole | Cycloaddition | Sulfur Salt | Multicomponent Reaction | Organic Catalyst | HIGHLY ENANTIOSELECTIVE SYNTHESIS | AZIDE-ALKYNE CYCLOADDITION | SULFUR YLIDES | ONE-POT | FORMAL 4+1 ANNULATION | CHEMISTRY, ORGANIC | VINYL SULFONIUM SALTS | DIMETHYLSULFONIUM METHYLIDE | MEDIATED ASYMMETRIC EPOXIDATIONS | DIASTEREOSELECTIVE SYNTHESIS | CHEMISTRY, APPLIED | SUBSTITUTED VINYLSULFONIUM SALTS | Proline | Sulfur compounds | Aldehydes | Triazoles | Sodium azides | Cascade chemical reactions | Coupling | Sulfur | Chemical synthesis | Substrates
Journal Article
Chimia, ISSN 0009-4293, 06/2012, Volume 66, Issue 6, pp. 425 - 432
Onium salts have proved to be efficient sources of carbon-centered radicals. They can undergo homolytic reduction by single electron transfer (SET) and...
Iodoniums | Phosphoniums | Reduction | Sulfoniums | Telluroniums | Diazoniums | Selenoniums | Radicals | REDOX CATALYSIS | SULFONIUM SALTS | ELECTROCHEMICAL REDUCTION | DIARYLIODONIUM SALTS | BOND-CLEAVAGE | CHEMISTRY, MULTIDISCIPLINARY | ARYL DIAZONIUM SALTS | C-H ARYLATION | PULSE-RADIOLYSIS | SUBSTITUTED DIPHENYLIODONIUM SALTS | ONE-ELECTRON REDUCTION | Salts - chemistry | Free Radicals - chemical synthesis | Oxidation-Reduction | Free Radicals - chemistry | Salts - chemical synthesis | Onium Compounds - chemical synthesis | Molecular Structure | Onium Compounds - chemistry | Organic chemistry | Chemical Sciences
Iodoniums | Phosphoniums | Reduction | Sulfoniums | Telluroniums | Diazoniums | Selenoniums | Radicals | REDOX CATALYSIS | SULFONIUM SALTS | ELECTROCHEMICAL REDUCTION | DIARYLIODONIUM SALTS | BOND-CLEAVAGE | CHEMISTRY, MULTIDISCIPLINARY | ARYL DIAZONIUM SALTS | C-H ARYLATION | PULSE-RADIOLYSIS | SUBSTITUTED DIPHENYLIODONIUM SALTS | ONE-ELECTRON REDUCTION | Salts - chemistry | Free Radicals - chemical synthesis | Oxidation-Reduction | Free Radicals - chemistry | Salts - chemical synthesis | Onium Compounds - chemical synthesis | Molecular Structure | Onium Compounds - chemistry | Organic chemistry | Chemical Sciences
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Synthesis and photoactivity of novel 5‐arylthianthrenium salt cationic photoinitiators
Journal of Polymer Science Part A: Polymer Chemistry, ISSN 0887-624X, 10/2002, Volume 40, Issue 20, pp. 3465 - 3480
5‐Arylthianthrenium salts are a class of efficient triarylsulfonium salt photoinitiators for cationic polymerization. These compounds were prepared by a...
triarylsulfonium salts | 9‐arylthianthrenium salts | epoxide monomers | photochemistry | photoinitiators | cationic polymerization | photoinitiated cationic polymerization | 9-arylthianthrenium salts | Epoxide monomers | Photoinitiators | Photoinitiated cationic polymerization | Triarylsulfonium salts | Cationic polymerization | Photochemistry | POLYMER SCIENCE | SUBSTITUTED SULFONIUM SALTS | POLYMERIZATION
triarylsulfonium salts | 9‐arylthianthrenium salts | epoxide monomers | photochemistry | photoinitiators | cationic polymerization | photoinitiated cationic polymerization | 9-arylthianthrenium salts | Epoxide monomers | Photoinitiators | Photoinitiated cationic polymerization | Triarylsulfonium salts | Cationic polymerization | Photochemistry | POLYMER SCIENCE | SUBSTITUTED SULFONIUM SALTS | POLYMERIZATION
Journal Article
Macromolecular Chemistry and Physics, ISSN 1022-1352, 06/1999, Volume 200, Issue 6, pp. 1257 - 1267
A novel class of polyelectrolytes having triphenylsulfonio groups in its main chain was synthesized by the sulfoxide‐acid system reaction from the...
POLYMER SCIENCE | SUBSTITUTED SULFONIUM SALTS | POLY(SULFONIUM CATION) | SULFOXIDE | CATIONIC POLYMERIZATION | SULFIDE
POLYMER SCIENCE | SUBSTITUTED SULFONIUM SALTS | POLY(SULFONIUM CATION) | SULFOXIDE | CATIONIC POLYMERIZATION | SULFIDE
Journal Article
上海大学学报:英文版, ISSN 1007-6417, 2005, Volume 9, Issue 4, pp. 372 - 376
Three kind of aryl-substituted tri-benzyl sulfonium salts [ (4-phX)phSph2 ] PF6 [ X = S, O ] were prepared by the condensation of biphenyl sulfoxide with...
环氧树脂 | 联苯 | 阳极 | 芳基 | 浓缩反应 | condensation reaction | Materials Science | epoxy resin cure | Information Storage and Retrieval | Mathematics | Applications of Mathematics | Theoretical and Applied Mechanics | aryl-substituted sulfonium salt
环氧树脂 | 联苯 | 阳极 | 芳基 | 浓缩反应 | condensation reaction | Materials Science | epoxy resin cure | Information Storage and Retrieval | Mathematics | Applications of Mathematics | Theoretical and Applied Mechanics | aryl-substituted sulfonium salt
Journal Article
Heterocycles, ISSN 0385-5414, 07/2001, Volume 55, Issue 7, pp. 1231 - 1235
Treatment of N-aryl-2-(benzylthio)benzamides with phenyliodine(III) bis(trifluoroacetate) containing trifluoroacetic acid resulted in an interrupted...
Sulfonium Salt | Thlonium Ion | Phenyliodine(III) Bis(trifluoroacetate) | α-Substituted Sulfide | Nucleophile | CHEMISTRY, ORGANIC | ORGANIC-SYNTHESIS
Sulfonium Salt | Thlonium Ion | Phenyliodine(III) Bis(trifluoroacetate) | α-Substituted Sulfide | Nucleophile | CHEMISTRY, ORGANIC | ORGANIC-SYNTHESIS
Journal Article
Chemistry of Heterocyclic Compounds, ISSN 0009-3122, 2000, Volume 36, Issue 2, pp. 137 - 143
Journal Article
Journal of Heterocyclic Chemistry, ISSN 0022-152X, 05/1999, Volume 36, Issue 3, pp. 623 - 626
The reactions of the mono‐N‐substituted bispyrazolylpyridine 2‐(1‐methyl‐4,5,6,7‐tetxahydroindazol‐3‐yl)‐6‐(2H‐4,5,6,7‐tetrahydroindazol‐3‐yl)pyridine,...
NUCLEOPHILES | ANIONS | CHELATION-CONTROLLED REGIOSELECTIVITY | THIOPHANE | MECHANISM | REDUCTION | SUBSTITUTED PYRAZOLYLPYRIDINE LIGANDS | SULFONIUM SALTS | REACTIVITY | CHEMISTRY, ORGANIC | HALOGENATION
NUCLEOPHILES | ANIONS | CHELATION-CONTROLLED REGIOSELECTIVITY | THIOPHANE | MECHANISM | REDUCTION | SUBSTITUTED PYRAZOLYLPYRIDINE LIGANDS | SULFONIUM SALTS | REACTIVITY | CHEMISTRY, ORGANIC | HALOGENATION
Journal Article