D
H. Alamgholiloo et al.
Letter
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(30) N-Formylation: General Procedure
The appropriate amine (1 mmol), HCO2H (3 mmol), and ZIF-8 (5
mg, 3 mol%) were added to TFE (3 mL), and the mixture was
stirred at 40 °C for the appropriate time (Table 2). When the
reaction was complete (TLC), the catalyst was recovered by cen-
trifugation, and the TFE was recovered by distillation (bp 78 °C).
The resulting mixture was then purified by column chromatog-
raphy (silica gel) to provide the desired product. The structures
of all products were confirmed by 1H and 13C NMR spectroscopy
(see Supporting Information).
N-Phenylformamide (3a)
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White solid; yield: 120 mg (>99%); mp 45 °C. 1H NMR (300
MHz, CDCl3): δ = 7.28 (m, 3 H, CH of Ar), 7.57 (d, 3JHH = 8.4 Hz, 2
H), 8.33 (s, 1 H, H of CHO), 9.15 (br s, 1 H, NH).
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N,N-Diphenylacetamide (3f)
White solid; yield: 196 mg (93%); mp 101 °C. 1H NMR (300
MHz, CDCl3): δ = 2.09 (s, 3 H, CH3), 6.96–7.37 (m, 10 H, CH of Ar).
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© Georg Thieme Verlag Stuttgart · New York — Synlett 2018, 29, A–D