PEG-SO H as a New, Highly Efficient and Homogeneous Polymeric Catalyst
3
2
(
H), 6.73 (t, J = 6.9 Hz, 1H), 9.89 (s, 2H, NH); 13C NMR
CDCl ): δ 40.2, 109.2, 112.1, 118.4, 120.4, 123.5, 124.9,
56.9, 121.5, 122.4, 126.5, 127.3, 129.8, 130.8, 131.2, 146.0,
147.1.
3
1
26.3, 128.1, 128.4, 129.5, 134.76, 144.3.
Compound 12g. m.p.: 229-231 °C (lit. [36] 230-232 °C);
1
Compound 8a. m.p.: 200-202 °C (lit. [42] 199-201 °C);
Rf [EtOH (92%)]: 0.84; H NMR (DMSO-d
6
): δ 2.35 (s, 6H),
1
Rf [EtOAc/petroleum ether (1/2)]: 0.90; H NMR (CDCl ): δ
5.13 (s, 1H), 7.25-7.27 (m, 2H), 7.43-7.46 (t, J = 7.0 Hz, 4H),
7.51-7.53 (d, J = 8.0 Hz), 7.70-7.72 (d, J = 8.0 Hz, 4H), 8.16-
3
3
7
2
1
1
.68 (s, 6H), 5.85 (s, 1H), 6.62 (s, 2H), 7.11 (t, J = 7.6 Hz, 2H)
.23-7.30 (m, 3H), 7.32-7.39 (m, 4H), 7.42 (d, J = 5.3 Hz,
8.18 (d, J = 8.0 Hz, 2H), 12.64 (s, 1H, OH), 13.86 (s, 1H,
1
3
13
H), 7.46 (d, J = 7.8 Hz, 2H); C NMR (CDCl ): 31.1, 39.5,
OH); C NMR (DMSO-d ): δ 12.4, 19.4, 34.0, 56.9, 121.5,
3
6
10.2, 116.9, 119.0, 119.9, 121.4, 126.3, 127.8, 128.3, 128.8,
29.2, 136.0, 143.1.
Compound 10. m.p.: 191 °C (dec.) {lit. [41] 194 °C
124.2, 126.6, 129.5, 129.8, 146.8, 147.1, 151.2.
Compound 12i. m.p.: 221-223 °C (lit. [36] 224-225 °C
1
[36]); Rf [EtOH (92%)]: 0.81; H NMR (DMSO-d
6
): δ 2.29 (s,
(
(
dec.)}; Rf [EtOAc/petroleum ether (1/2)]: 0.37; 1H NMR
DMSO-d ): δ 5.87 (s, 2H), 6.54 (s, 4H), 7.09-7.18 (m, 8H),
6H), 5.47 (s, 1H), 7.20-7.26 (m, 2H), 7.40-7.49 (m, 5H), 7.61-
7.75 (m, 7H).
6
1
3
7
3
1
.28-7.41 (m, 12H), 8.14 (s, NH); C NMR (DMSO-d ): δ
Compound 12j. m.p.: 190-192 °C; Rf [EtOH (92%)]:
6
1
0.7, 111.8, 117.9, 118.1, 119.4, 121.1, 124.0, 126.6, 127.9,
37.0, 142.7.
0.89; H NMR (DMSO-d ): δ 2.38 (s, 6H), 5.11 (s, 1H), 6.89-
6
6.92 (m, 2H), 7.09-7.48 (m, 7H), 7.77-7.85 (m, 4H), 13.56 (s,
Compound 12a. m.p.: 168-170 °C (lit. [36] 171-172 °C);
1H, OH); 13C NMR (DMSO-d ): δ 12.6, 33.3, 121.3, 125.1,
6
1
Rf [EtOH (92%)]: 0.96; H NMR (DMSO-d ): δ 2.33 (s, 6H),
125.3, 128.3, 128.7, 131.4, 131.5, 131.9, 134.5, 139.7, 144.9,
154.8.
6
4
4
3
1
.88 (s, 1H), 7.07 (m, 1H), 7.18 (m, 6H), 7.44 (t, J = 7.5 Hz,
1
3
H), 7.58 (d, J = 7.8 Hz, 4H); C NMR (DMSO-d
6
): δ 12.0,
Compound 12l. m.p.: 189-191 °C (lit. [43] 189-190 °C);
1
3.5, 121.4, 126.2, 126.8, 127.6, 128.2, 129.1, 137.3, 142.9,
46.1.
Rf [EtOH (92%)]: 0.86; H NMR (DMSO-d
6
): δ 2.21 (s, 6H),
4.87 (s, 1H), 6.14 (s, 1H), 6.48 (s, 1H), 7.37 (t, J = 7.5 Hz,
1
3
Compound 12b. m.p.: 212-214 °C (lit. [36] 207-209 °C);
2H), 7.44 (t, J = 8.0 Hz, 4H), 7.53 (s, 1H), 7.78 (d, 4H);
C
1
Rf [EtOH (92%)]: 0.90; H NMR (DMSO-d ): δ 2.32 (s, 6H),
NMR (DMSO-d ): δ 12.2, 28.6, 106.4, 110.2, 121.6, 126.4,
6
6
4
7
.97 (s, 1H), 7.26 (d, J = 8.2 Hz, 4H), 7.34 (d, J = 8.0 Hz, 2H),
.44 (t, J = 7.1 Hz, 4H), 7.71 (d, J = 7.6 Hz, 4H).
129.9, 142.4, 146.9, 154.4.
Compound 12m. m.p.: 230-232 °C (lit. [43] 232-233 °C);
1
Compound 12d. m.p.: 235-236 °C (lit. [36] 236-237 °C);
Rf [EtOH (92%)]: 0.84; H NMR (DMSO-d ): δ 2.29 (s, 6H),
6
1
Rf [EtOH (92%)]: 0.93; H NMR (DMSO-d ): δ 2.26 (s, 6H),
5.11 (s, 1H), 7.21 (t, J = 7.5 Hz, 2H), 7.41 (m, 1H), 7.48 (t, J =
6
1
3
5
(
.08 (s, 1H), 7.27-7.29 (m, 2H), 7.41-7.43 (m, 8H), 7.75-7.77
m, 4H).
Compound 12e. m.p.: 150-151 °C (lit. [36] 152-153 °C);
8.0 Hz, 4H), 7.66 (d, J = 8.2 Hz, 5H), 8.47 (m, 2H); C NMR
(DMSO-d ): δ 12.1, 31.6, 104.5, 121.0, 123.7, 126.5, 129.1,
6
136.3, 137.6, 138.1, 146.5, 147.8, 148.5.
1
Rf [EtOH (92%)]: 0.87; H NMR (DMSO-d ): δ 2.31 (s, 6H),
4
8
Compound 12n. m.p.: 172-175 °C; Rf [EtOH (92%)]:
6
1
.86 (s, 1H), 6.66-6.68 (d, J = 8.5 Hz, 2H), 7.05-7.07 (d, J =
.5 Hz, 2H), 7.23-7.26 (t, J = 7.0 Hz, 2H), 7.43-7.46 (t, J = 8.0
0.91; H NMR (DMSO-d ): δ 2.30 (s, 6H), 4.89 (s, 1H), 6.82-
6
;
13
7.71 (m, 14H), 12.40 (s, 1H, OH), 13.92 (s, 1H, OH)
C
Hz, 4H), 7.71-7.73 (d, J = 8.0 Hz, 4H), 9.16 (s, 1H, OH),
NMR (DMSO-d ): δ 9.9, 14.3, 117.9, 123.6, 125.4, 127.2,
127.7, 128.3, 128.7, 129.7, 132.4, 133.6, 140.4, 145.9, 154.4.
6
1
3
1
2.40 (s, 1H, OH), 13.95 (s, 1H, OH); C NMR (DMSO-d ):
6
δ 12.5, 33.2, 40.9, 115.7, 121.4, 126.4, 128.9, 129.8, 133.2,
Compound 12o. m.p.: 203-205 °C (lit. [36] 203-204 °C);
1
1
43.6, 147.0, 156.4.
Rf [EtOH (92%)]: 0.93; H NMR (DMSO-d
6
): δ 2.24 (s, 3H),
Compound 12f. m.p.: 186-188 °C; Rf [EtOH (92%)]:
2.31 (s, 6H), 4.91 (s, 1H), 7.08-7.71 (m, 14H), 12.40 (s, 1H,
1
13
0
.91; H NMR (DMSO-d
6
): δ 1.06-1.08 (t, J = 7.0 Hz), 2.34
OH), 13.92 (s, 1H, OH); C NMR (DMSO-d
6
): δ 12.5, 21.4,
(
(
1
s, 6H), 3.44-3.48 (q, J = 7.0 Hz, 2H), 5.01 (s, 1H) 7.25-7.29
33.6, 40.9, 121.4, 126.4, 127.9, 129.5, 129.8, 135.7, 140.0,
147.1.
m, 4H), 7.38-7.46 (m, 6H), 7.71-7.73 (d, J = 8.0 Hz, 4H),
3.94 (s, 1H, OH); 1 C NMR (DMSO-d ): δ 12.4, 19.43, 33.7,
3
Compound 12p. m.p.: 225-227 °C (lit. [36] 227-229 °C);
6
4
15