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(Heterocyclic compounds)

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Title: PowerPoint Author: wly Last modified by: Tiger Created Date: 8/20/2001 9:45:19 AM Document presentation format: – PowerPoint PPT presentation

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Title: (Heterocyclic compounds)


1
???? ????? (Heterocyclic compounds)
2
???? ????? (Heterocyclic compounds)
  • ?.?????
  • ?.????????
  • ?.??
  • ?.? ?
  • ?.??????

3
??? ???????????
1.1 ????????
?????????????
?
????
????
????
4
???????????????????
?
??
??
??
????????,????????????????????????
???????????????????
?????????????????????
5
1.1 ????????
????????,?????????????
1. ????
furan
thiophene
pyrrole
??
??
??
6
??????????(????????)????????????
?
imidazole
pyrazole
thiazole
oxazole
??
??
??
??
7
2. ????
pyridine
pyrimidine
pyridazine
pyrazine
??
??
??
??
3. ???
quinoline
isoquinoline
indole
purine
?? ??? ??
??
??
???
??
??
8
??? ????????
1.1 ????
??
??
??
????
???????sp2??
??????
p?????4m2
?????
????????
???????????
9
??????????????a ??

????gt??gt??gt??
10
1.2 ??
1. ??
a. ??????
???pKa16.5,???,???,????(NaNH2, KNH2?RMgX)??????


11
(No Transcript)
12
b. ??????
?????a ?????
?????????,??????,???????????????????
?????
????
13

c. ????

14
2). ??
a. ??????
??????????,?????????????,????????,????????????
15
b. ????
??????????????-??????


16
???????,??????????
???
2, 5???
17
3). ??
a. ??????
????????????
18
b. ????


19
3. ??
a. ???????
???
??
20
b. ?????????????
??????
?. Knorr(???)???

a ???
ß ??????
21
?. Paal-Knorr(??-???)???

2, 5-???

?. Hantzsch(??)???

22

??????????
23
??? ??
???????,??52.5?????????,?????????????,?????
?????????,????????3??
3-???
3-????
24
3-????
25
???????????????,???????????????
ß-????(???????)
???(?????)
5-????(?????????????????)
26
??????
Fischer(???)?????????????????????????????????????
????????????
?????
2-????
?????
????
???????????
27
??? ??
?. ???????
Nsp2??
?????????????,?????,?????
?????gt??gt???
?????????????,?????????,?????????,???????
?. ????
????????
??
28
1. ????????????

??


2. ??????????
?????????????????,????????,?????????????????
29
???????3-?5-???,????
3-???
3-????
3-????
3. ??????????
??? 2, 4, 6 ???????????????
30
???? 2, 4, 6 ???????????????,??? 2?????????????


31


????2????????????????????,???????,?????(Chichibabi
n)???


4. ??a-H???
???2, 4, 6????a-H???????,????????a-H???
32

?????,????2, 4, 6????a-H???????,??????????????

33


5. ????????
a. ??
34
???(??)
????(??)
?????(???)
??
35
??
b. ??
????(??)
?. ?????
Hantzsch(??)???ß-??????????
36
??? ß-???????????

?????????

37
?????,???????
??????????,???????
38
??? ??????
isoquinoline
quinoline
???
??
??????????????,??????
?? pKa4.94
??? Ka5.40
?. ??????????
Skraup(????)?????????????????????(??????????????
?)????,???????????
39

????
?. ??????(???)??????????,?????a,ß-???????
40
?. ????????????

?. ????????????????
41
?. 1, 2-??????

?
(85-88)

(73)
42
(83)
?. ??
1. ??????
??????????????5??8??

5-????(52)
8-????(48)
43

10
90
2. ??????
????????????????
????2??4?,?????1???????????????
44
(No Transcript)
45
3. ??a-H???
???????????,???2?4???????1????????a-H,????????????
?
90

46
?????,????????,??a-H?????
47
4. ?????
??-2,3-???
5. ??????????????????????(??)
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