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. 2023 Nov 6;5(24):7031–7041. doi: 10.1039/d3na00805c

Synthesis of 2,3-dihydroquinazolin-4(1H)-ones using UiO-66-NH2-MOF@COF as a catalysta.

Entry R Amine (ArNH2 or NH4OAC) Product Time (min) Yieldb (%) M.p. °C Lit. M.p. oC
1 H Ph 4a 20 91 213–215 214–216 (ref. 56)
2 4-Me Ph 4b 14 85 211–213 213–214 (ref. 57)
3 4-OMe Ph 4c 15 89 202–204 205–207 (ref. 33)
4 4-Cl Ph 4d 16 94 220–223 222–224 (ref. 33)
5 3-NO2 Ph 4e 12 92 183–185 186–188 (ref. 57)
6 4-NO2 Ph 4f 10 98 192–194 195–197 (ref. 57)
7 4-Me 4-MeC6H4 4g 25 90 244–246 243–247 (ref. 58)
8 4-OMe 4-ClC6H4 4h 18 87 243–245 244–247 (ref. 59)
9 4-F 4-Me 4i 17 93 240–242 241–243 (ref. 59)
10 4-Cl 5-Cl, 2-OHC6H3 4j 10 89 233–236 235–237 (ref. 58)
11 2,6-Cl2 Ph 4k 14 93 231–232 234–236 (ref. 57)
12 4-Br Ph 4l 16 96 218–220 221–223 (ref. 57)
13 4-SMe 4-BrC6H4 4m 25 94 246–248 c
14 3-NO2 NH4OAC 6a 20 91 184–186 186–188 (ref. 33)
15 2-Cl NH4OAC 6b 15 96 202–204 203–205 (ref. 56)
16 4-OH, 3-OMe NH4OAC 6c 25 87 223–225 226–227 (ref. 33)
17 H NH4OAC 6d 20 91 222–224 225–226 (ref. 57)
18 4-OMe NH4OAC 6e 17 93 187–189 192–193 (ref. 57)
19 4-Me NH4OAC 6f 19 89 230–232 233–234 (ref. 57)
20 4-SMe NH4OAC 6g 20 87 235–237 c
a

Reaction conditions: UiO-66-NH2-MOF@COF (0.007 g), isatoic anhydride, aldehyde, aryl amine or NH4OAc (1 : 1 : 1 molar ratio) under free solvent conditions.

b

Isolated yield.

c

New products.