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. 2026 Jan 28;8(5):1585–1597. doi: 10.1039/d5na01102g

Table 3. Synthesis of 4H-pyran and -chromene derivatives 6a–i, 7a–f and 8a–f catalyzed by Arg@ZY-Fe3O4 under the optimized reaction conditionsa.

graphic file with name d5na01102g-u2.jpg
Entry R1 R2 Product Time (min) Yielda (%) M.p. (°C) (lit.) AEfb (%)/E-factor
1 Resorcinol H 6a 5 97 238–239 (230–231)52 93.6/0.07
2 Resorcinol 4-Cl 6b 7 93 155–156 (160–162)52 93.6/0.07
3 Resorcinol 2,4-Cl 6c 9 91 252–254 (257–259)46 93.6/0.08
4 Resorcinol 2-NO2 6d 7 92 176–178 (160–162)46 93.6/0.07
5 Resorcinol 3-NO2 6e 8 95 174–176 (170–172)55 93.6/0.07
6 Resorcinol 4-NO2 6f 5 99 165–167 (168–170)46 93.6/0.07
7 Resorcinol 4-CH3 6g 12 91 188–190 (182–183)52 93.6/0.08
8 Resorcinol 4-OCH3 6h 14 90 190–192 (111–113)52 93.6/0.08
9 Resorcinol 3,4-OCH3 6i 12 88 152–154 (148–150)61 93.6/0.08
10 Dimedone H 7a 7 95 227–229 (230–231)55 94.2/0.06
11 Dimedone 2-Cl 7b 9 93 192–194 (195–197)55 94.2/0.07
12 Dimedone 2,4-Cl 7c 10 95 192–194 (190–191)55 94.2/0.06
13 Dimedone 2-NO2 7d 7 96 241–243 (230–232)54 94.2/0.06
14 Dimedone 4-NO2 7e 5 99 190–191 (178–180)54 94.2/0.06
15 Dimedone 4-OCH3 7f 12 91 188–190 (201–203)55 94.2/0.07
16 2-Naphthol H 8a 12 90 287–289 (281–283)61 94.3/0.07
17 2-Naphthol 2-Cl 8b 11 92 266–268 (270–271)55 94.3/0.07
18 2-Naphthol 3-NO2 8c 10 92 238–240 (238–240)55 94.3/0.07
19 2-Naphthol 4-NO2 8d 9 97 186–188 (184–185)55 94.3/0.06
20 2-Naphthol 4-OCH3 8e 14 89 171–173 (188–189)55 94.3/0.07
21 2-Naphthol 3,4-OCH3 8f 11 90 187–189 (195–196)62 94.3/0.07
a

Pure product isolated.

b

Atom economy of efficiency.