=
6.98 Hz, 2 × CH
OCH CH ), 4.65 (2H, s, NCH
.07 (1H, s, Ar-H), 6.92 (1H, d, J = 7.08 Hz, Ar-H), 7.19 (2H, d, J = 3.6 Hz), 7.24-7.29 (6H,
overlapping m, Ar-H and OH) and 7.07 (1H, d, J = 7.60 Hz, Ar-H); δ /ppm (100 MHz;
CDCl ) 16.5 (d, JP-C = 6.02 Hz, 2 × CH ), 20.4 (d, JP-C = 143.22 Hz, CH P), 29.9 (CH CO),
3.4 (NCH Ph), 61.9 (d, J= 6.44 Hz, 2 × OCH CH ), 64.6 (CH OH), 122.7, 126.7, 126.9,
3 2 2
), 2.12 (2H, m, CH P), 2.34 (2H, m,CH CO), 4.01 (4H, m, 2 ×
2
3
2 2
Ph), 4.85 (2H, s, CH OH), 6.89 (1H, d, J = 7.45 Hz, Ar-H),
7
C
3
3
2
2
5
1
4
2
2
3
2
27.0, 127.6, 127.7, 128.6, 128.9, 129.9, 131.4, 131.6 and 135.3 (Ar-C) and 163.7 (C=O).
.2.3.2. Diethyl 2-[N-benzyl-N-(2-pyridyl)carbamoyl]ethylphosphonate 9c as a yellow oil
+
P (MH ) 377.1630. Found 377.1627];
(
0.14 g, 49%) [HRMS: m/z calculated for C19
H26NO
4
-
1
ν
max/cm : 1670 (C=O) and 1248 (P=O); δ
× CH ), 2.17 (2H, m, CH P), 2.58 (2H, m, CH
s, NCH Ph), 7.22-7.31 (7H, overlapping m, Ar-H), 7.67 (1H, td, J = 1.92 and 7.77 Hz, Ar-H)
and 8.52 (1H, d, J = 3.66 Hz, Ar-H); δ /ppm (100 MHz; CDCl ) 16.5 (d, JP-C = 6.06 Hz, 2 ×
CH ), 21.7 (d, JP-C = 143.57 Hz, CH P), 28.3 (CH CO), 51.7 (NCH Ph), 61.6 (d, JP-C = 6.42
Hz, 2 × OCH CH ), 121.9, 122.5, 127.5, 127.8, 128.0, 128.1, 128.6, 135.1, 137.4, 138.6
and149.4 (Ar-C) and 155.0 (C=O).
H
/ppm (400 MHz; CDCl
3
) 1.27 (6H, t, J = 6.45 Hz,
2
3
2
2
CO), 4.06 (4H, m, 2 × OCH
2
CH ), 5.10 (2H,
3
2
C
3
3
2
2
2
2
3
4
.2.3.3. Diethyl 2-[N-benzyl-N-(3-hydroxyphenyl)carbamoyl]ethylphosphonate 9d as a
+
P (MH ) 392.1627. Found
yellow oil (0.21 g, 51%) [HRMS: m/z calculated for C20
H27NO
5
-
1
3
1
2
6
92.1623]; νmax/cm : 3340 (OH), 1667 (C=O) and 1242 (P=O); δ
.28 (6H, t, J = 6.98 Hz, 2 × CH ), 2.12 (2H, m, CH P), 2.43 (2H, m, CH
× OCH CH ), 4.86 (2H, s, NCH Ph), 6.45 (1H, d, J = 7.74 Hz, Ar-H), 6.54 (1H, s, Ar-H),
.77 (1H, dd, J = 1.68 and 8.17 Hz, Ar-H), 7.11 (1H, t, J = 8.01 Hz, Ar-H) and 7.21-7.24
5H, overlapping m, Ar-H); δ /ppm (100 MHz; CDCl ) 16.4 (d, JP-C = 6.20 Hz, 2 × CH ),
P), 27.3 (CH CO), 53.5 (NCH Ph), 62.2 (d, JP-C = 6.43 Hz, 2
), 115.5, 115.7, 119.3, 127.5, 128.5, 128.9, 130.4, 137.5, 142.8 and 158.2 (Ar-C)
and 171.1 (C=O).
H
/ppm (400 MHz; CDCl
3
)
3
2
2
CO), 4.03 (4H, m,
2
3
2
(
C
3
3
2
1.6 (d, JP-C = 143.44 Hz, CH
2
2
2
×
OCH CH
2
3
4
.2.3.4. Diethyl 2-[N-benzyl-N-(3-nitrophenyl)carbamoyl]ethylphosphonate 9e as a yellow
+
P (MH ) 421.1526. Found
oil (0.35 g, 59%) [HRMS: m/z calculated for C20
H
26
N
2
O
6
-
1
4
21.1522]; νmax/cm : 1661 (C=O) and 1243 (P=O); δ
6.98 Hz, 2 × CH ), 2.06 (2H, m, CH P), 2.25 (2H, m, CH
OCH CH ), 4.86 (2H, s, NCH Ph), 7.09-7.26 (6H, overlapping m, Ar-H), 7.46 (1H, t, J =
.04 Hz, Ar-H), 7.84 (1H, s, Ar-H) and 8.12 (1H, d, J = 7.46 Hz, Ar-H); δ /ppm (100 MHz;
CDCl ) 16.4 (d, JP-C = 6.20 Hz, 2 × CH ), 21.8 (d, JP-C = 143.8 Hz, CH P), 28.0 (CH CO),
H
/ppm (400 MHz; CDCl
3
) 1.18 (6H, t, J
=
3
2
2
CO), 3.96 (4H, m, 2 ×
2
3
2
8
C
3
3
2
2
1
5