Publications

Publications

Physical Organic and Synthetic Organofluorine Chemistry 2013 – 2023

  1. Charles S. Thomoson and William R. Dolbier, Jr., “The use of methyl 2,2-difluoro-2-fluorosulfonyl)acetate as the difluorocarbene source to generate an in-situ source of difluoromethylene triphenylphosphonium ylide”, Fluorine Chem., 2013, 150, 53-59.
  2. Charles S. Thomoson and William R. Dolbier, Jr., “Use of fluoroform as a source of difluorocarbene in the synthesis of difluoromethoxy-and Difluorothiomethoxyarenes”, Org. Chem., 2013, 78, 8904-8908.
  3. William R. Dolbier, Jr, Fei Wang, Xiaojun Tang, Charles S. Thomoson and Linhua Wang, “Three step procedure for the preparation of aromatic and aliphatic difluoromethyl ethers from phenols and alcohols using a chlorine/fluorine exchange methodology”, Fluorine Chem., 2014, 160, 72-76.
  4. William R. Dolbier, Jr. and Masamune Okamoto, “Preparation of 1,1-difluoroalkanes from aldehydes via 1,1-bis-triflates.  Advantageous use of HF-Lewis base reagents,” Fluorine. Chem. 2014, 167, 96-100
  5. Xiao-Jun Tang, Charles S. Thomoson and William R. Dolbier, Jr., “Photoredox-catalyzed tandem radical cyclization of N-arylacrylamides: General method to construct fluorinated 3,3-disubstituted 2-oxindoles using fluoroalkylsulfonyl chlorides,” Lett., 2014, 16, 4594-4597  ( highly cited paper ).
  6. Charles S. Thomoson, Linhua Wang and William R. Dolbier, Jr., “Use of fluoroform as a source of difluorocarbene in the synthesis of N-CF2H heterocycles and difluoromethoxypryidines,” Fluorine Chem. 2014, 168, 34-39.
  7. Oleksandr S. Kanishchev and William R. Dolbier, Jr., “2-Pyridylsulfur pentafluorides”, Chem. Int. Ed., 2015, 54, 280-284.
  8. Charles S. Thomoson, Xiao-Jun Tang and William R. Dolbier, Jr., “Chloro, difluoromethylation and chloro, carbomethoxydifluoromethylation: Reaction of radicals derived from RfSO2Cl with unactivated alkenes under metal-free conditions,” Org. Chem. 2015, 80, 1264-1274.
  9. Xiao-Jun Tang and William R. Dolbier, Jr., “Efficient Cu-catalyzed ATRA Reactions of Fluoroalkyl Sulfonyl Chlorides with Electron-deficient Alkenes Induced by Visible Light,” Chem. Int. Ed. 2015, 54, 4246-4249 ( highly cited paper ).
  10. William R. Dolbier, Jr. and Masamune Okamoto, “Reactions of 1-fluoroalkyl triflates with nucleophiles and bases”, Fluorine Chem., 2015, 179, 33-41.
  11. Alex J. Roche, Khalil A. Abboud and William R. Dolbier, Jr., “The unexpected formation of 9,9,10,10-tetrafluoro-1,2,4,12-tetraphenyl[2.2]paracyclophane”, Org. Chem., 2015, 80, 5355-5358..
  12. Simon E. Lopez, Akira Mitani, Priscilla Pena, Ion Ghiviriga and William R. Dolbier, Jr.,” Use of 1-pentafluorosulfanyl-phenylacetylenes for the preparation of SF5-substituted five-membered ring heterocycles through 1,3-dipolar cycloadditions. Isoxazoles and isoxazolines,” Fluorine Chem., 2015, 176, 121-126.
  13. Zuxiao Zhang, Xiaojun Tang, Charles S. Thomoson and William R. Dolbier, Jr., “Photoredox-catalyzed intramolecular aminodifluoromethylation of unactivated alkenes”, Lett., 2015, 17, 3528-3531.
  14. Charles S. Thomoson and William R. Dolbier, Jr., “Carbomethoxy-difluoromethylation of enol acetates with methyl (chlorosulfonyl)difluoroacetate using visible-light photoredox catalysis. Synthesis of 2,2-difluoro-g-ketoesters”, Fluorine Chem. 2015, 178, 327-331.
  15. Zuxiao Zhang, Xiaojun Tang and William R. Dolbier, Jr. “Photoredox-catalyzed tandem insertion/cyclization reactions of difluoromethyl and 1,1-difluoroalkyl radicals with biphenyl isocyanides”, Org. Lett., 2015, 17, 4401-4403.
  1. Xiao-Jun Tang, Zuxiao Zhang, and William R. Dolbier, Jr., “Direct Photoredox-catalyzed Reductive Difluoromethylation of Electron-deficient Alkenes”, Eur. J., 2015, 21, 18961-18965.
  2. Ion Ghiviriga, Miles A. Rubinski and William R. Dolbier, Jr., “Through-space 19F-15N Couplings for the Assignment of Stereochemistry in Flubenzimine”, Res. Chem., 2016, 54, 592-596.
  3. Zuxiao Zhang, Xiao-Jun Tang and William R. Dolbier, Jr., “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” Lett., 2016, 18, 1048-1051.
  4. Oleksandr S. Kanishchev and William R. Dolbier, Jr., “Generation of ortho-SF5-benzyne and its Diels-Alder reactions with furans. Synthesis of 1-SF5-naphthalene, its derivatives and 1,6(1,7)-bis SF5-naphthalenes” Org. Chem., 2016, 81, 11305-11311
  5. Simon Lopez, Reese Gallagher, Robert J. Gilliland, Ion Ghiviriga and William R. Dolbier, Jr., “Synthesis of 3-Phenylsulfonyl-2-trifluoromethyl-1H-indoles: A Copper Catalyzed Cyclization Approach, Fluorine Chem. 2017, 193, 118-125..
  6. Zuxiao Zhang, Henry Martinez and William R. Dolbier, Jr., “Photo-redox catalyzed intramolecular fluoroalkylarylation of unactivated alkenes”, Org. Chem., 2017, 82, 2589-2598.
  7. Oleksandr S. Kanishchev and William R. Dolbier, Jr., “Ni/Ir-Catalyzed photoredox decarboxylative coupling of S-substituted thiolactic acids with (hetero)aryl bromides. Short synthesis of sulfoxaflor and its SF5-analog”, Eur. J., 2017, 23, 7677-7681.
  8. Oleksandr S. Kanishchev and William R. Dolbier, Jr., “Synthesis of 6-SF5-Indazoles and SF5-Analog of Gamendazole”, Biomolec. Chem., 2018, 16. 5793-5799.
  9. Miles A. Rubinski, Simon E. Lopez and William R. Dolbier, Jr., “Direct Access to 2-Difluoromethyl Indoles via Photoredox Catalysis”, J. Fluorine Chem., 2019, 224, 80-88.
  10. Yuelian Xu, Simon E. Lopez, William R. Dolbier, Jr, “1,1-Bis(dimethylamino)-2,2-difluoroethene, a diverse building block for the preparation of difluoroalkyl molecules. Acylation and condensation reactions”, Fluorine Chem, 2020, 229, 109432.
  11. Sigi Wei, Siya Le, Ziran Lei, Liejin Zhou, Zuxiao Zhang and William R. Dolbier, Jr., “ Difluoromethylarylation of alpha, beta-undaturated amides via a photocatalytic radical Smiles rearrangement,” Org. Biomolec. Chem., 2022, 20, 2064-2068.
  12. Ziran Lei, Siqi Wei, Liejin Zhou, Zuxiao Zhang, Simon E. Lopez and William R. Dolbier, Jr., “ Photocatalytic Difluoromethylarylation of Unactivated Alkenes via a (Hetero)aryl Neophyl-like Radical Migration,” Org. Biomolec. Chem. 2022, 20, 5712-5715.
  13. Xinjin Li and William R. Dolbier, Jr.”Visible light induced three component tetrafluoroethylheteroarylation of heteroarenes of alkenes using 1,1,2,2-tetrafluoroethanesulfonylchloride and quinoxaline-2(1H)-ones Eur. J., 2023, DOI: 10.1002/chem.202301814.
[ publications ]

Patents

  1. “Processes for the Preparation of Octafluoro[2.2]paracyclophane,” William R. Dolbier, Jr., M. Ali Asghar and He-Qi Pan (Union Carbide Chemicals and Plastics Corp.), USP 5,210,341, (1993).
  2. “Processes for the Preparation of Octafluoro[2,2]paracyclophane,” William R. Dolbier, Jr., Xiao X. Rong (Specialty Coatings Systems, Inc.), USP 5,536,892, (1995).
  3. “Parylene AF4 Synthesis,” William R. Dolbier, Jr., Jian-Xin Duan and Alex Roche, USP 5,841,005, (1998).
  4. “Process for the Preparation of Octafluoro[2.2]paracyclophane,” William R. Dolbier, Jr., Xiao X. Rong USP 5,849,962, (1998).
  5. “Process for preparation of TFPX-dichloride,” William R. Dolbier, Jr., Jian-Xin Duan, USP 6,150,499, (2000).
  6. “Nitroaromatic compounds for the detection of hypoxia,” Cameron J Koch, Alexander V Kachur, Sydney M Evans, Chyng-Yann Shiue, Ian R Baird, Kirsten A Skov, William R Dolbier, An-Rong Li and Brian R James, USP 6,252,087, (2001).
  7. “TFPX Synthesis,” William R. Dolbier, Jr., Xiao X. Rong, and Walter E. Stalzer, USP 6,284,933, (2001).
  8. “Process for the Preparation of Derivatives of Octafluoro-[2.2] Paracyclophane,” with Alex Roche and Jian-Xin Duan, USP 6,392,097, (2002).
  9. “Process for Trifluoromethylation of Sulfates,” William R. Dolbier, Jr. and Naoto Takechi, USP 6,770,789 (2004).
  10. “Detection of Hypoxia,” William R. Dolbier, Jr., An-Rong Li, Alex Kachur, and Cameron Koch, USP 6,855,828 (2005).
  11. “Method for Incorporation of Pentafluorosulfanyl (SF5) Substituents into Aliphatic and Aromatic Compounds,” William R. Dolbier, Jr., Samia Ait-Mohand, and Tatiana Sergeeva, USP 6,919,484 (2005)
[ publications ] [ patents ]