P. Liu, Z. Wang, X. Hu
3.45 (m, 4 H), 1.64 (m, 6 H) ppm. 13C NMR (101 MHz, CDCl3): 2o: White solid, m.p. 233–234 °C. H NMR (400 MHz, CDCl3): δ
FULL PAPER
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δ = 154.98, 139.30, 128.85, 122.84, 119.79, 45.27, 25.71, 24.40 ppm.
= 4.09 (d, J = 7.1 Hz, 2 H), 3.61–3.33 (m, 2 H), 2.00–1.03 (m, 20
IR: ν = 3280, 1630, 1536, 1449, 1243 cm–1. MS (EI): m/z = 204
H) ppm. 13C NMR (101 MHz, CDCl3): δ = 156.87, 49.10, 33.95,
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[M]+, 160, 119, 112.
25.68, 24.95 ppm. IR: ν = 3326, 1629, 1580, 1535, 1436, 1311, 1271,
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1244, 1186 cm–1. MS (EI): m/z = 224 [M]+, 143.
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2e: White solid, m.p. 133–134 °C. H NMR (400 MHz, CDCl3): δ
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= 7.41 (m, 2 H), 7.27 (m, 2 H), 7.01 (m, 1 H), 6.21 (br. s, 1 H),
2p: White solid, m.p. 145–148 °C. H NMR (400 MHz, CDCl3): δ
3.45 (m, 4 H), 2.00 (m, 4 H) ppm. 13C NMR (101 MHz, CDCl3): = 4.18 (br. s, 1 H), 4.12 (br. s, 1 H), 3.84 (m, 1 H), 3.49 (m, 1 H),
δ = 153.96, 139.25, 128.84, 122.72, 119.50, 45.80, 25.61 ppm. IR: ν 1.93 (m, 2 H), 1.76–1.54 (m, 3 H), 1.44–1.28 (m, 2 H), 1.22–1.03
˜
= 3296, 1642, 1537, 1442, 1380, 1241 cm–1. MS (EI): m/z = 190
(m, 9 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 156.96, 49.00,
[M]+, 98, 92, 77.
42.14, 33.99, 25.63, 24.96, 23.50 ppm. IR: ν = 3328, 1625, 1580,
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1532, 1254 cm–1. MS (EI): m/z = 184 [M]+, 99.
2f: Light yellow solid, m.p. 114–116 °C. 1H NMR (400 MHz,
CDCl3): δ = 7.42–7.22 (m, 4 H), 7.00 (m, 1 H), 6.19 (br. s, 1 H),
3.99 (m, 2 H), 1.33 (d, J = 6.9 Hz, 12 H) ppm. 13C NMR
(101 MHz, CDCl3): δ = 154.65, 139.34, 128.87, 122.65, 119.69,
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2q: White solid, m.p. 135–137 °C. H NMR (400 MHz, CDCl3): δ
= 4.26 (br. s, 1 H), 3.74–3.53 (m, 1 H), 3.38–3.18 (m, 4 H), 2.03–
1.86 (m, 2 H), 1.75–1.46 (m, 9 H), 1.44–1.29 (m, 2 H), 1.20–1.03
(m, 3 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 157.11, 49.32,
45.47, 21.55 ppm. IR: ν = 3289, 1635, 1594, 1522, 1445, 1333 cm–1.
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MS (EI): m/z = 220 [M]+, 128, 120, 93.
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44.83, 34.06, 25.73, 25.58, 25.10, 24.46 ppm. IR: ν = 3328, 1616,
1541, 1253, 1231 cm–1. MS (EI): m/z = 210 [M]+.
2g: Light yellow crystals, m.p. 169–171 °C. 1H NMR (400 MHz,
CDCl3): δ = 7.45–7.15 (m, 10 H), 4.83 (br. s, 2 H), 4.35 (d, J =
5.8 Hz, 4 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 158.81,
2r: White solid, m.p. 99–100 °C. 1H NMR (400 MHz, CDCl3): δ =
4.07 (br. s, 1 H), 3.87 (m, 2 H), 3.76–3.60 (m, 1 H), 2.06–1.88 (m,
2 H), 1.72–1.53 (m, 3 H), 1.45–1.31 (m, 2 H), 1.23 (d, J = 6.9 Hz,
12 H), 1.20–1.05 (m, 3 H) ppm. 13C NMR (101 MHz, CDCl3): δ =
139.34, 128.96, 127.65, 127.53, 44.84 ppm. IR: ν = 3321, 3030,
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2919, 2873, 1627, 1572, 1492, 1453, 1246 cm–1. MS (EI): m/z = 240
[M]+, 149, 106.
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156.59, 48.99, 44.82, 34.09, 25.77, 25.05, 21.45 ppm. IR: ν = 3317,
1613, 1528, 1449, 1339, 1160 cm–1. MS (EI): m/z = 226 [M]+, 101,
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2h: White solid, m.p. 117–120 °C. H NMR (400 MHz, CDCl3): δ
99.
= 7.43–7.17 (m, 5 H), 4.70 (br. s, 1 H), 4.40–4.21 (m, 3 H), 3.85
(m, 1 H), 1.12 (d, J = 6.5 Hz, 6 H) ppm. 13C NMR (101 MHz,
CDCl3): δ = 157.16, 139.93, 128.59, 127.65, 127.11, 45.19, 44.84,
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2s: White crystals, m.p. 92–96 °C. H NMR (400 MHz, CDCl3): δ
= 5.18 (br. s, 2 H), 3.69 (s, 6 H), 3.45 (m, 4 H), 2.54 (t, J = 5.9 Hz,
4 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 173.42, 157.94, 51.73,
21.48 ppm. IR: ν = 3321, 1618, 1567, 1464, 1450, 1243 cm–1. MS
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(EI): m/z = 192 [M]+.
35.78, 34.63 ppm. IR: ν = 3340, 1729, 1620, 1584, 1442, 1418, 1367,
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1217, 1181 cm–1. MS (EI): m/z = 232 [M]+, 103.
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2i: White solid, m.p. 121 –123 °C. H NMR (400 MHz, CDCl3): δ
2t: White solid, m.p. 79.5–80.5 °C. 1H NMR (400 MHz, CDCl3): δ
= 4.95 (br. s, 1 H), 4.34 (d, J = 6.6 Hz, 1 H), 3.81 (m, 1 H), 3.69
(s, 3 H), 3.46 (m, 2 H), 2.55 (t, J = 5.9 Hz, 2 H), 1.14 (d, J = 6.5 Hz,
6 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 173.34, 157.83, 51.62,
= 7.46–7.17 (m, 5 H), 4.45 (m, 3 H), 3.35 (m, 4 H), 2.03–1.82 (m, 4
H) ppm. 13C NMR (101 MHz, CDCl3): δ = 156.72, 139.92, 128.56,
127.74, 127.17, 45.58, 44.66, 25.58 ppm. IR: ν = 3286, 1620, 1541
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1397, 1360, 1233 cm–1. MS (EI): m/z = 204 [M]+, 113, 106.
41.99, 35.70, 34.82, 23.37 ppm. IR: ν = 3319, 1735, 1619, 1584,
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2j: White solid, m.p. 81–83 °C. H NMR (400 MHz, CDCl3): δ =
1446, 1386, 1263, 1202 cm–1. MS (EI): m/z = 188 [M]+, 103. HRMS
(EI): calcd. for C8H16N2O3 188.1161; found 188.1169. C8H16N2O3
(188.23): calcd. C 51.05, H 8.57, N 14.88, O 25.50; found C 51.16,
H 8.61, N 14.58, O 25.65.
7.40–7.21 (m, 5 H), 4.45 (br. s, 3 H), 3.90 (m, 2 H), 1.26 (t, J =
8.0 Hz, 12 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 157.16,
139.93, 128.59, 127.65, 127.11, 45.19, 44.84, 21.48 ppm. IR: ν =
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3328, 1616, 1530, 1427, 1328 cm–1. MS (EI): m/z = 235 [M]+, 91.
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2u: Colorless oil. H NMR (400 MHz, CDCl3): δ = 5.17 (br. s, 1
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2k: White solid, m.p. 185–188 °C. H NMR (400 MHz, CDCl3): δ
H), 3.69 (s, 3 H), 3.50 (m, 2 H), 3.39–3.26 (m, 4 H), 2.56 (t, J =
5.9 Hz, 2 H), 1.69–1.46 (m, 6 H) ppm. 13C NMR (101 MHz,
CDCl3): δ = 173.75, 157.50, 51.64, 44.79, 36.26, 34.37, 25.56,
= 4.09 (br. s, 2 H), 3.93–3.73 (m, 2 H), 1.14 (d, J = 6.5 Hz, 12
H) ppm. 13C NMR (101 MHz, CDCl3):
δ = 156.96, 42.12,
23.52 ppm. IR: ν = 3337, 1620, 1570, 1520, 1463 cm–1. MS (EI):
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24.40 ppm. IR: ν = 3345, 1736, 1625, 1537, 1443, 1265 cm–1. MS
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m/z = 144 [M]+, 129.
(EI): m/z = 214 [M]+, 103, 85. HRMS (EI): calcd. for C10H18N2O3
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2l: White solid, m.p. 152–153 °C. H NMR (400 MHz, CDCl3): δ 214.1317; found 214.1339. C10H18N2O3 (214.26): calcd. C 56.06, H
= 4.06 (br. s, 1 H), 4.00 (br. s, 1 H), 3.84 (m, 1 H), 3.50 (m, 1 H), 8.47, N 13.07, O 22.40; found C 56.25, H 8.26, N 13.15, O 22.34.
1.94 (m, 2 H), 1.75–1.54 (m, 3 H), 1.35 (m, 2 H), 1.23–1.03 (m, 9
2v: Colorless oil. 1H NMR (400 MHz, CDCl3): δ = 4.99 (br. s, 1
H) ppm. 13C NMR (101 MHz, CDCl3): δ = 157.08, 48.91, 42.05,
H), 3.90 (m, 2 H), 3.70 (s, 3 H), 3.52 (m, 2 H), 2.57 (t, J = 5.8 Hz,
34.01, 25.64, 24.99, 23.52 ppm. IR: ν = 3328, 1625, 1580, 1532,
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2 H), 1.23 (d, J = 6.9 Hz, 12 H) ppm. 13C NMR (101 MHz,
CDCl3): δ = 173.91, 157.01, 51.62, 44.86, 35.93, 34.37, 21.25 ppm.
1254 cm–1. MS (EI): m/z = 184 [M]+, 99, 59.
2m: Light yellow crystals, m.p. 102–105 °C. 1H NMR (400 MHz, IR: ν = 3358, 1732, 1622, 1524, 1439, 1368, 1332, 1215 cm–1. MS
˜
CDCl3): δ = 4.07–3.88 (m, 2 H), 3.31 (m, 4 H), 1.98–1.84 (m, 4 H),
(EI): m/z = 230 [M]+, 103, 101. HRMS (EI): calcd. for C11H22N2O3
1.16 (d, J = 6.2 Hz, 6 H) ppm. 13C NMR (101 MHz, CDCl3): δ = 230.1630; found 230.0647. C11H22N2O3 (230.31): calcd. C 57.37, H
156.30, 45.42, 42.16, 25.55, 23.68 ppm. IR: ν = 3302, 1624, 1533,
9.63, N 12.16, O 20.84; found C 57.25, H 9.60, N 12.23, O 20.92.
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1451, 1399, 1231 cm–1. MS (EI): m/z = 156 [M]+, 71.
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2w: White solid, m.p. 89–90 °C. H NMR (400 MHz, CDCl3): δ =
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2n: White solid, m.p. 86–87.5 °C. H NMR (400 MHz, CDCl3): δ 5.22 (br. s, 1 H), 4.95 (d, J = 7.7 Hz, 1 H), 3.77 (m, 1 H), 3.60 (s,
= 4.07–3.95 (m, 2 H), 3.88 (m, 2 H), 1.24 (t, J = 6.3 Hz, 12 H), 3 H), 3.12 (m, 2 H), 2.30 (t, J = 7.3 Hz, 2 H), 1.74 (m, 2 H), 1.06
1.16 (d, J = 6.3 Hz, 6 H) ppm. 13C NMR (101 MHz, CDCl3): δ = (d, J = 6.5 Hz, 6 H) ppm. 13C NMR (101 MHz, CDCl3): δ =
156.68, 44.78, 42.15, 23.63, 21.46 ppm. IR: ν = 3318, 1617, 1528,
174.11, 157.92, 51.62, 42.03, 39.65, 31.33, 25.49, 23.43 ppm. IR: ν
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1458, 1358, 1294 cm–1. MS (EI): m/z = 186 [M]+, 102.
= 3331, 1729, 1618, 1577, 1463, 1433, 1278, 1204 cm–1. MS (EI):
1998
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