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3 article(s) from Saito, Norimichi

Deoxyfluorination of acyl fluorides to trifluoromethyl compounds by FLUOLEAD^®/Olah’s reagent under solvent-free conditions

Yumeng Liang,
Akihito Taya,
Zhengyu Zhao,
Norimichi Saito and
Norio Shibata

Letter
Published 14 Dec 2020

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1. Graphical Abstract
2. Figure 1: Ratios of CF₃-containing drugs in marketed fluoro-pharmaceuticals and registered fluoro-agrochemica...
  
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3. Figure 2: Selected examples of CF₃-containing biologically active molecules.
  
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4. Scheme 1: Transformation of acyl fluorides to trifluoromethyl compounds. a) Deoxyfluorination of acyl fluorid...
  
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5. Scheme 2: The substrate scope of acyl fluorides. Reaction conditions: 1 (0.3 mmol), FLUOLEAD^® (0.9 mmol, 3.0 ...
  
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6. Scheme 3: Mechanism of deoxyfluorination of acyl fluorides 1 with FLUOLEAD^®/Olah’s reagent to trifluoromethyl...
  
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Graphical Abstract

Beilstein J. Org. Chem. 2020, 16, 3052–3058, doi:10.3762/bjoc.16.254

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Synthesis of fluoro-functionalized diaryl-λ³-iodonium salts and their cytotoxicity against human lymphoma U937 cells

Prajwalita Das,
Etsuko Tokunaga,
Hidehiko Akiyama,
Hiroki Doi,
Norimichi Saito and
Norio Shibata

Full Research Paper
Published 07 Feb 2018

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1. Graphical Abstract
2. Figure 1: Compounds used for the biological study.
  
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3. Figure 2: Compounds 1–4 induced cell death in U937 cells. Briefly, U937 cells (1 × 10⁴ cells/mL) were incubat...
  
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4. Scheme 1: Synthesis of pentafluoro-(2-iodophenyl)-λ⁶-sulfane (7).
  
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5. Scheme 2: Synthesis of unsymmetrical ortho-SF₅ diaryliodonium salts 3p, 4b, 5a and 6a.
  
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6. Figure 3: X-ray crystallographic structure of 3p drawn at 50% probability (CCDC 1573953).
  
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7. Figure 4: Ortho-SF₅ phenyl iodonium salts 3p and 5a and their structural components 7 and 9 induced cell deat...
  
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8. Figure 5: 3k, 3m and 3p induced cell death in AGLCL, a human normal B cell line. Briefly, AGLCL cells (1 × 10⁴...
  
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Graphical Abstract

Beilstein J. Org. Chem. 2018, 14, 364–372, doi:10.3762/bjoc.14.24

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Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of “super-trifluoromethyl” arene chemistry and its industry

Teruo Umemoto,
Lloyd M. Garrick and
Norimichi Saito

Full Research Paper
Published 29 Mar 2012

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1. Graphical Abstract
2. Scheme 1: Preparation of ArSF₄Cl 2.
  
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3. Scheme 2: Preparation of Ar(SF₄Cl)_n from Ar(SH)_n (n = 2, 3).
  
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4. Scheme 3: Reaction mechanism for the formation of ArSF₄Cl.
  
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5. Scheme 4: Reaction mechanism for the formation of trans and cis-ArSF₄Cl.
  
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6. Scheme 5: Preparation of ArSF₅ with ZnF₂.
  
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7. Scheme 6: Preparation of PhSF₅ with anhydrous HF.
  
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8. Scheme 7: Preparation of 3a with HF–pyridine.
  
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9. Scheme 8: Preparation of polyfluorinated ArSF₅.
  
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10. Scheme 9: Preparation of aryl bis- and tris(sulfur pentafluorides), Ar(SF₅)_n (n = 2,3).
  
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Beilstein J. Org. Chem. 2012, 8, 461–471, doi:10.3762/bjoc.8.53

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