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Table 2 Synthesis of 3-aminoalkylated indoles (4a-t) catalyzed by AgOTf

From: Silver triflate catalyzed synthesis of 3-aminoalkylated indoles and evaluation of their antibacterial activities

Number

R

R'

R''

R'''

Product

Yield (%)a

1

H

H

4-Cl

CH3

4a

86b

2

H

H

4-CH3

CH3

4b

85

3

H

H

4-CH3O

CH3

4c

84

4

H

H

H

CH3

4d

76

5

H

H

4-OH

CH3

4e

77

6

H

H

3-Br, 4-OH

CH3

4f

85

7

H

H

3-CH3O

CH3

4g

83

8

H

H

2,4-CH3O

CH3

4h

80

9

H

CH3

H

CH3

4i

77

10

H

CH3

4-Cl

CH3

4j

76

11

H

CH3

4-CH3

CH3

4k

77

12

H

H

3-NO2

CH3

4l

48

13

5-Br

H

H

CH3

4m

75

14

5-OCH3

H

4-OCH3

CH3

4n

85

15

5-OCH3

H

4-CH3

CH3

4o

82

16

5-Br

H

4-CH3

CH3

4p

80

17

5-Br

H

4-OCH3

CH3

4q

79

18

5-OCH3

H

4-Cl

CH3

4r

81

19

5-OCH3

H

4-Cl

H

4s

45

  1. aIsolated yield.
  2. bYield for four consecutive cycles for recycled AgOTf were 86, 84, 80 and 78, respectively.