Maltol → 2-Methyl-4-oxo-4H-pyran-3-yl 2,4-dinitrobenzenesulfonate

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3-Hydroxy-2-methyl-4H-pyran-4-one (0.5 g, 4.0 mmol) was reacted with 2,4-dinitrobenzenesulfonyl chloride (1.58 g, 5.9 mmol) in 40 mL of pyridine to afford PZBG-2d in 28% yield (0.39 g, 1.1 mmol). 1H NMR (500 MHz, CDCl3) δ=8.72 (d, J=2.3 Hz, 1H), 8.56 (dd, J1=9.2 Hz, J2=2.3 Hz, 1H), 8.44 (d, J=8.6 Hz, 1H), 7.71 (d, J=5.8 Hz, 1H), 6.31 (d, J=5.8 Hz, 1H), 2.53 (s, 3H, CH3). 13C NMR (100 MHz, CDCl3) δ=171.6, 163.3, 154.9, 139.3, 136.4, 133.8, 126.8, 120.5, 117.5, 16.1. ESI-MS(+): m/z 357.03 [M+H]+, 378.99 [M+Na]+.

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