Entry

Acetophenone, 9, R1

Conditions

Condensation Product

Yield, %

Annulation Product

Yield, %

1

4’-Bromo

3 M NaOH

10

60

20

95

2

3’-Bromo

AcOH, H2SO4

11

90

21

97

3

4’-Chloro

AcOH, H2SO4

12

64

22

90

4

2’-Chloro

AcOH, H2SO4

13

80

23

85

5

3’-Chloro

AcOH, H2SO4

14

88

24

95

6

4’-Nitro

AcOH, H2SO4

15

57

25

73

7

2’-Nitro

AcOH, H2SO4

16

75

26

70

8

3’-Nitro

AcOH, H2SO4

17

82

27

60