Following General Procedure 1, purification
by flash column chromatography
(0–30% EtOAc in petroleum ether) yielded 3j as
a colorless oil (48 mg, 34%). 1H NMR (400 MHz, DMSO-d6): δ 9.90 (s, 1H), 7.88–7.79 (m,
2H), 7.63–7.57 (m, 2H), 7.52–7.46 (m, 1H), 7.43–7.35
(m, 3H), exchangeable proton not visible. 13C{1H} NMR (101 MHz, DMSO-d6): δ 192.8,
164.5 (d, J = 251.9 Hz), 138.5, 137.1, 135.6 (d, J = 2.6 Hz), 130.3, 129.8 (d, J = 9.6 Hz),
126.2, 125.7, 119.3, 116.7 (d, J = 22.9 Hz). 19F{1H} NMR (376 MHz, DMSO-d6): δ −106.5. νmax: 1688, 1332,
1150 cm–1. HRMS: m/z calculated for C13H11NO3FS+, 280.0444 [M + H]+. Found m/z, 280.0445, Δ = 0.4 ppm. Data consistent with that
available in the literature.23 (link)
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