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4
2
Friedel-Craft
Ullmann
W = COCl X = OH Friedel-Craft
COOH OMe W = COOH X = F, Cl, Br, I
CN H COOMe
Friedel-Craft
a) c)
Friedel-Craft
f) g)
b) e) Pyrolysis d)
i)
Claisen
cyclization
k)
XANTHONE POLY-β-KETIDE
KETIMINE
DIARYL ESTER
j)
l) Muller h) Tanase
method method
THIOXANTHONEDIOXIDE
XANTHENE
BENZOQUINOE
14
5 7
6
11 12
10
13
Scheme 4.
a)
15 16
b)
17 18
19
20
c)
21 16
Scheme 5.
22
Scheme 6.
24
25
Fig. (3).
23
Scheme 7.
27 28
26
Fig. (4).
29 30 31 32
Scheme 8.
33 34
35
36
Scheme 9.
37
40
38
39
Scheme 10.
42
41
42
43
43
Scheme 11.
44
42
45
Scheme 12.
46 47
Scheme 13.
a)
48
49 50
b)
48 51
52
53
Scheme 14.
55 56
54
57 58
59
Tol = p-tolyl
Scheme 15.
60 62
61
Scheme 16.
Scheme 17.
63 64
65 66
Scheme 18.
67 68 (14%) 69 (21%)
Scheme 19.
70 71
72
Scheme 20.
73 75
74 76
Scheme 21.
77 79
78
80
Scheme 22.
81 82
83 84
Scheme 23.
a)
85
86
b)
87
88
Scheme 24.
a)
90 91
89
b)
92 93
Scheme 25.
94
95
96
Scheme 26.
97
98
99
100
Fig. (6).
101
Scheme 27.
102
Scheme 28.
103 105
104 106
Fig. (7).
107
Scheme 29.
114
116
115
Fig. (8).
108 109
110
111
Fig. (9).
112 113
Fig. (10).
117
118
Table 2.
119 120
13
120
120
120
120
122 123
121
124
125 126
129
127 128
133
130 131 132
134 136
135
139
137 138
140
143
141 142
144 145 146
Scheme 30.
147 148
149 150
151 152
Scheme 31.
155
154
156
153
Scheme 32.
157 159
158
Scheme 33.
Scheme 34.
42
163 164 165
2 2 2
Scheme 35.
166
167
2
2
42
168
2
Fig. (13).
169
2
Fig. (14).
42 173 174
2 2
175 176
2 2
Fig. (15).
Scheme 37.
Scheme 38.
179