Search Results - "Dolbier, William R"
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Efficient Cu-catalyzed Atom Transfer Radical Addition Reactions of Fluoroalkylsulfonyl Chlorides with Electron-deficient Alkenes Induced by Visible Light
Published in Angewandte Chemie International Edition (27-03-2015)“…Fluoroalkylsulfonyl chlorides, RfSO2Cl, in which Rf=CF3, C4F9, CF2H, CH2F, and CH2CF3, are used as a source of fluorinated radicals to add fluoroalkyl groups…”
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2
Direct Photoredox-Catalyzed Reductive Difluoromethylation of Electron-Deficient Alkenes
Published in Chemistry : a European journal (21-12-2015)“…Photoredox‐catalyzed reductive difluoromethylation of electron‐deficient alkenes was achieved in one step under tin‐free, mild and neutral conditions. This…”
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3
Photoredox-Catalyzed Tandem Radical Cyclization of N‑Arylacrylamides: General Methods To Construct Fluorinated 3,3-Disubstituted 2‑Oxindoles Using Fluoroalkylsulfonyl Chlorides
Published in Organic letters (05-09-2014)“…Fluorinated radicals were generated from RfSO2Cl by photoredox catalysis under mild conditions, where Rf = n-C4F9, CF3, CF2H, CH2F, CH2CF3, and CF2CO2Me. This…”
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4
Photoredox-Catalyzed Intramolecular Aminodifluoromethylation of Unactivated Alkenes
Published in Organic letters (17-07-2015)“…A photoredox catalyzed aminodifluoromethylation of unactivated alkenes has been developed in which HCF2SO2Cl is used as the HCF2 radical source. Sulfonamides…”
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Synthesis and Characterization of 2-Pyridylsulfur Pentafluorides
Published in Angewandte Chemie International Edition (02-01-2015)“…Current approaches to prepare SF5‐substituted heterocycles during the synthesis of targeted heterocyclic compounds require the use of SF5‐functionalized aryl…”
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Use of Fluoroform as a Source of Difluorocarbene in the Synthesis of Difluoromethoxy- and Difluorothiomethoxyarenes
Published in Journal of organic chemistry (06-09-2013)“…Fluoroform, CHF3, a non-ozone-depleting, nontoxic, and inexpensive gas can be used as a difluorocarbene source in a process for the conversion of phenols and…”
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7
Photoredox-Catalyzed Tandem Insertion/Cyclization Reactions of Difluoromethyl and 1,1-Difluoroalkyl Radicals with Biphenyl Isocyanides
Published in Organic letters (18-09-2015)“…Using visible-light photoredox conditions, difluoromethylation and 1,1-difluoroalkylation of biphenyl isocyanides have allowed the synthesis of a series of…”
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8
Photoredox Catalyzed Intramolecular Fluoroalkylarylation of Unactivated Alkenes
Published in Journal of organic chemistry (03-03-2017)“…The first example of photoredox catalyzed difluoromethylation of unactivated alkenes coupled with C–C bond formation to an aryl ring is reported. The reactions…”
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Photoredox-Catalyzed Intramolecular Difluoromethylation of N‑Benzylacrylamides Coupled with a Dearomatizing Spirocyclization: Access to CF2H‑Containing 2‑Azaspiro[4.5]deca-6,9-diene-3,8-diones
Published in Organic letters (04-03-2016)“…A visible light-mediated difluoromethylation of N-benzylacrylamides with HCF2SO2Cl as the HCF2 radical precursor is described. The reaction incorporates a…”
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10
Zinc 1,1,2,2-Tetrafluoroethanesulfinate: A Synthetically Useful Oxidative and Photoredox Source of the 1,1,2,2-Tetrafluoroethyl Radical
Published in Journal of organic chemistry (19-04-2024)“…1,1,2,2-Tetrafluoroethyl-containing molecules are of potential importance in drug discovery, but the efficient synthesis of such compounds is still relatively…”
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Visible‐Light‐Induced Three‐Component Tetrafluoroethyl‐heteroarylation of Alkenes with 1,1,2,2‐Tetrafluoroethanesulfonyl Chloride and Quinoxalin‐2(1H)‐ones
Published in Chemistry : a European journal (09-10-2023)“…1,1,2,2‐Tetrafluoroethyl‐containing compounds are valuable structures due to their unique physicochemical properties, which have increasing potential…”
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12
Ni/Ir‐Catalyzed Photoredox Decarboxylative Coupling of S‐Substituted Thiolactic Acids with Heteroaryl Bromides: Short Synthesis of Sulfoxaflor and Its SF5 Analog
Published in Chemistry : a European journal (07-06-2017)“…Metallaphotoredox cross‐coupling reactions have recently emerged as a powerful tool for the construction of C(sp2)−C(sp3) bonds between alkyl chains and…”
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13
Preparation of Pentafluorosulfanyl (SF5) Pyrrole Carboxylic Acid Esters
Published in Journal of organic chemistry (07-08-2009)“…Pyrrole derivatives bearing a pentafluorosulfanyl group are currently unknown. In this paper, a facile preparation of SF5-substituted pyrrole carboxylic acid…”
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14
Nucleophilic Perfluoroalkylation of Aldehydes, Ketones, Imines, Disulfides, and Diselenides
Published in Journal of organic chemistry (28-04-2006)“…Using a procedure analogous to that developed for nucleophilic trifluoromethylation, the perfluoroalkyl anion reagents created by mixing C2F5I and n-C4F9I with…”
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15
Chloro, difluoromethylation and chloro, carbomethoxydifluoromethylation: reaction of radicals derived from RfSO2Cl with unactivated alkenes under metal-free conditions
Published in Journal of organic chemistry (16-01-2015)“…Difluoromethyl and carbomethoxydifluoromethyl radicals were generated from their respective sulfonyl chlorides under mild, metal-free conditions leading to…”
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16
Structure, Synthesis, and Chemical Reactions of Fluorinated Cyclopropanes and Cyclopropenes
Published in Chemical reviews (01-04-2003)“…Fluorinated cyclopropanes will be defined as cyclopropane-containing compounds that bear at least one fluorine substituent on the cyclopropane ring. Dolbier…”
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17
Methyl 2,2-Difluoro-2-(fluorosulfonyl)acetate, a Difluorocarbene Reagent with Reactivity Comparable to That of Trimethylsilyl 2,2-Difluoro-2-(fluorosulfonyl)acetate (TFDA)
Published in Journal of organic chemistry (15-06-2012)“…Under specific high concentration, high temperature conditions, methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (MDFA) has been found to act as a very efficient…”
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18
A New and Efficient Method for the Synthesis of Trifluoromethylthio- and Selenoethers
Published in Organic letters (22-01-2004)“…A new atom-economic procedure for preparation of trifluoromethyl thio- and selenoethers is reported, wherein both halves of aryl and alkyl disulfides and…”
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Friedel−Crafts Reactions of 2,2-Difluorocyclopropanecarbonyl Chloride: Unexpected Ring-Opening Chemistry
Published in Journal of organic chemistry (06-05-2011)“…The Friedel−Crafts reactions of 2,2-difluorocyclopropanecarbonyl chloride with various arenes did not lead to the straightforward formation of the expected…”
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20
Structure, Reactivity, and Chemistry of Fluoroalkyl Radicals
Published in Chemical reviews (01-08-1996)“…Dolbier reviews the literature of the past 20 years on the structure, reactivity, and chemistry of carbon-based, fluorine-containing free radicals in solution…”
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