Synthesis of Fluorinated Benzothiazole Derivative

13c (143 mg, 711 μmol, 85%, pale rose solid)
was prepared according to GP2 from indoline (100 mg, 839 μmol)
and purified by filtration over a silica plug (R_f = 0.45, EtOAc:n-hexane
= 1:6). Molecular formula (molecular mass): C₈H₈FNO₂S (201.22 g/mol). ¹H NMR (400 MHz, CDCl₃): δ 7.54–7.37 (m, 1H), 7.30–7.19 (m,
2H), 7.17–7.05 (m, 1H), 4.14 (td, J = 8.4,
2.5 Hz, 2H), 3.21 (t, J = 8.4 Hz, 2H). ¹³C{¹H} NMR (101 MHz, CDCl₃): δ 139.9,
131.0, 128.3, 125.6, 125.3, 114.7, 51.7, 28.1. ¹⁹F NMR
(376 MHz, CDCl₃): δ 39.12. HR-EI-MS m/z: [M]^•+ calcd for C₈H₈FNO₂S 201.0254; found, 201.0252.

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Bertram J., Neumaier F., Zlatopolskiy B.D, & Neumaier B. (2024). Desmethyl SuFEx-IT: SO2F2-Free Synthesis and Evaluation as a Fluorosulfurylating Agent. The Journal of Organic Chemistry, 89(6), 3821-3833.

Publication 2024

Corresponding Organization : University of Cologne

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Variable analysis

independent variables

Indoline (100 mg, 839 μmol)

dependent variables

Compound 13c (143 mg, 711 μmol, 85%, pale rose solid)

control variables

Reaction conditions (prepared according to GP2)

controls

Positive control: None mentioned
Negative control: None mentioned

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