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Entrya | ArN=O | X | Ar-C(O)C≡CH or Hetar-C(O)C≡CH | Ar or Het | R | Prod. | Yield (%) |
1 | 1a | 4-NO2 | 19a |
| H | 20 | 15b |
2 | 1a | 4-NO2 | 19b |
| OH | 21 | 22c |
3 | 1a | 4-NO2 | 19c |
| OH | 22 | 32c,d |
4 5 | 1a 1b | 4-NO2 4-COOH | 19d 19d |
| OH OH | 23 24 | 41c 64d,e |
6 | 1b | 4-COOH | 19e |
| OH | 25 | 16b,e |
7 8 | 1b 1c | 4-COOH 4-CN | 19f 19f |
| H H | 26 27 | 37e,f 39b |
9 10
| 1d 1i 1i | 4-Br H H | 19g 19g 19g |
| H OH H | 28 29 30 | 37c 38b 17b |
11 12 13 | 1a 1h 1i | 4-NO2 2-NO2 H | 19h 19h 19h |
| H H H | 31 32 33 | 30b 45b 32b |
14 | 1b | 4-COOH | 19i |
| OH | 34 | 50d,e |
15 16 17 | 1a 1i 1j | 4-NO2 H 2-COOCH3 | 19j 19j 19j |
| OH H OH | 35 36 37 | 50c 53b 24c |
18 | 1a | 4-NO2 | 19k |
| H | 38 | not isolatedg |