Scheme 2.
Synthesis of the N-(3-trifluoroacetylindol-7-yl) acetamides 4a–g. Reagents and conditions: (i) TFAA, THF, reflux, 5 h; (ii) TFA, CH3CN, reflux, 2 h; (iii) TFAA, reflux, 5 h.
Compound | Ar 1 | Ar 2 | %Yield from 3 | %Yield from 2 |
---|---|---|---|---|
4a | 4-FC6H4- | 4-FC6H4- | 79 | 74 |
4b | 4-MeOC6H4- | 4-FC6H4- | 86 | 80 |
4c | 4-FC6H4- | 4-MeOC6H4- | 89 | 82 |
4d | 4-MeOC6H4- | 4-MeOC6H4- | 90 | 84 |
4e | C6H5- | 4-FC6H4CH=CH- | 80 | 76 |
4f | 4-FC6H4- | 4-FC6H4CH=CH- | 81 | 79 |
4g | 4-MeOC6H4- | 4-FC6H4CH=CH- | 74 | 72 |