Table 4 The scope of synthesis of different derivatives of 4H-pyran 8a-j through the MCR strategy catalyzed by the CS-g-PAN/Fe3O4 nanocatalyst (1) under the optimized conditions.a

From: Preparation of magnetic decorated polyacrylonitrile-grafted chitosan as a new bio-inspired nanocatalyst for the synthesis of dihydropyrano[2,3-c]pyrazole and 2-amino-3-cyano-4H-pyran derivatives

scheme d

Entry

R

Productb

Time (min)

Yieldc (%)

M.p. (oC)

M.p. (oC) (Lit.)

Ref

1

4-Cl

8a

15

97

235–237

234–236

93

2

2-Cl

8b

15

92

211–214

213–215

94

3

4-F

8c

15

93

242–244

244–246

66

4

4-OH

8d

20

93

250–252

252–254

66

5

4-OMe

8e

20

91

197–199

197–199

95

6

2-OMe

8f

20

90

197–199

198–199

96

7

4-Me

8g

25

90

173–175

173–175

97

8

3-NO2

8h

10

95

188–190

187–188

98

9

2-NO2

8i

10

97

182–184

180–182

99

10

4-CN

8j

10

97

229–230

227–229

100

  1. Significant values are in [bold].
  2. aReaction conditions: aldehyde (5a-j, 1.0 mmol), malononirile (4, 1.2 mmol), dimedone (7, 1.0 mmol) and in the presence of CS-g-PAN/Fe3O4 nanomaterial (1) were added to the solvent (2.0 ml). bIsolated yields. cAll compounds are known and their structures were established from their spectral data and melting points as compared with literature values. dYields refer to the isolated products.
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