2486
B. DAS, N. BHUNIA, AND K. DAMODAR
Compound 3h: (Z)-Methyl-2-((diethoxyphosphoryl)methyl)-3-
(4-methoxyphenyl)acrylate
IR tmax (neat): 1713, 1605, 1512, 1439, 1257 cmꢁ1 1H NMR (200 MHz,
;
CDCl3) d ppm 7.72 (1H, d, J ¼ 6.0 Hz), 7.59 (2H, d, J ¼ 8.0 Hz), 6.92 (2H, d,
J ¼ 8.0 Hz), 4.12–4.04 (4H, m), 3.82 (6H, s), 3.21 (2H, d, J ¼ 22.0 Hz), 1.28 (6H, t,
J ¼ 7.0 Hz); 13C NMR (50 MHz, CDCl3) d ppm 167.8, 151.0, 128.0 (d, J ¼ 11.0 Hz),
127.3, 127.0, 119.0 (d, J ¼ 11.5 Hz), 116.5, 62.2, 62.0 (d, J ¼ 6.5 Hz), 52.2, 26.0 (d,
J ¼ 140.0 Hz), 16.0 (d, J ¼ 6.0 Hz); 31P NMR (161.9 MHz, CDCl3) d ppm 27.17;
ESIMS: m=z 334 [M þ H]þ, 356 [M þ Na]þ; HRMS (ESI): m=z 343.1323 [M þ H]þ
(calculated for C16H24O6P m=z 343.1310).
Compound 3i: (Z)-Methyl-2-((diethoxyphosphoryl
methyl)-3-(4-nitrophenyl)acrylate
IR tmax (neat): 1721, 1637, 1520, 1346, 1238 cmꢁ1 1H NMR (200 MHz,
;
CDCl3) d ppm 8.19 (1H, d, J ¼ 8.0 Hz), 7.40 (2H, d, J ¼ 8.0 Hz), 6.99 (1H, d,
J ¼ 6.0 Hz), 4.20–4.02 (4H, m), 3.64 (3H, s), 2.99 (2H, d, J ¼ 22.0 Hz), 1.34 (6H, t,
J ¼ 7.0 Hz); 13C NMR (50 MHz, CDCl3) d ppm 167.3, 138.8, 137.0 (d, J ¼ 10.0 Hz),
129.0, 128.0 (d, J ¼ 11.5 Hz), 123.9, 123.0, 62.5 (d, J ¼ 6.5 Hz), 52.0, 32.0 (d, J ¼
140.0 Hz), 22.0, 16.7 (d, J ¼ 6.0 Hz); 31P NMR (161.9 MHz, CDCl3) d ppm 26.03;
ESIMS: m=z 358 [M þ H]þ, 380 [M þ Na]þ; HRMS (ESI): m=z 380.0882 [M þ Na]þ
(calculated for C15H20NO7PNa m=z 380.0875).
Compound 3j: (Z)-Methyl-2-((diethoxyphosphoryl)methyl)-3-
(2-nitrophenyl)acrylate
1
IR tmax (neat): 1719, 1641, 1526, 1384 cmꢁ1; H NMR (200 MHz, CDCl3) d
ppm 8.20 (1H, d, J ¼ 8.0 Hz), 8.04 (1H, d, J ¼ 6.0 Hz), 7.78–7.69 (2H, m), 7.55
(1H, t, J ¼ 8.0 Hz), 4.09–3.96 (4H, m), 3.88 (3H, s), 2.91 (2H, d, J ¼ 22.0 Hz), 1.22
(6H, t, J ¼ 7.0 Hz); 13C NMR (50 MHz, CDCl3) d ppm 167.7, 147.5, 139.1 (d, J ¼
10.0 Hz), 138.7, 134.8, 131.0, 129.9, 125.4 (d, J ¼ 11.0 Hz), 125.2, 62.0 (d, J ¼ 6.5 Hz),
52.4, 25.4 (d, J ¼ 140.0 Hz), 16.0 (d, J ¼ 6.0 Hz); 31P NMR (161.9 MHz, CDCl3) d
ppm 26.25; ESIMS: m=z 358 [M þ H]þ, 380 [M þ Na]þ; HRMS (ESI): m=z
380.0882 [M þ Na]þ (calculated for C15H20NO7PNa m=z 380.0875).
Compound 3k: (Z)-Methyl-2-((diethoxyphosphoryl)methyl)-3-
(2-naphthyl)acrylate
1
IR tmax (neat): 1719, 1630, 1445, 1256 cmꢁ1; H NMR (200 MHz, CDCl3) d
ppm 8.19 (1H, d, J ¼ 6.0 Hz), 7.90–7.72 (4H, m), 7.54–7.38 (3H, m), 4.17–4.03
(4H, m), 3.86 (3H, s), 3.28 (2H, d, J ¼ 140.0 Hz), 1.30 (6H, t, J ¼ 7.0 Hz); 13C
NMR (50 MHz, CDCl3) d ppm 168.2, 141.8 (d, J ¼ 11.0 Hz), 133.8, 129.0, 128.4,
128.1, 127.3, 126.2, 126.0, 123 (d, J ¼ 11.5 Hz), 62.2 (d, J ¼ 6.5 Hz), 51.8, 26.3 (d,
J ¼ 140.0 Hz), 22.0, 16.1 (d, J ¼ 6.0 Hz); 31P NMR (161.9 MHz, CDCl3) d ppm
27.2; ESIMS: m=z 363 [M þ H]þ, 385 [M þ Na]þ; HRMS (ESI): m=z 385.1183
[M þ Na]þ (calculated for C19H23O5PNa m=z 385.1180).