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Y.-F. Zeng et al.
Letter
Synlett
Supporting Information
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Supporting information for this article is available online at
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References and Notes
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(16) Acetamides 2a–v; General Procedure
To a stirred solution of the appropriate arylamine (1.0 mmol) in
CH3CN (5.0 mL) were added t-BuONO (1.5 mmol, 1.5 equiv),
TfOH (1.5 mmol, 1.5 equiv), and H2O (5.0 mmol, 5.0 equiv). The
mixture was stirred under air at 60 °C for 24 h until the reaction
was complete. The resulting mixture was purified by flash chro-
matography (silica gel, PE–EtOAc).
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N-(4-Tolyl)acetamide (2b)
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White solid; yield: 83%; 123.8 mg; mp 150–151 °C. 1H NMR
(500 MHz, CDCl3): = 7.44 (br s, 1 H), 7.37 (d, J = 8.1 Hz, 2 H),
7.10 (d, J = 8.1 Hz, 2 H), 2.30 (s, 3 H), 2.14 (s, 3 H). 13C NMR (126
MHz, CDCl3): = 168.5, 135.4, 134.1, 129.6, 120.2, 24.6, 21.0.
MS (ESI): m/z = 150 [M + H]+
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