Table 2.
Synthesis of 2-benzyltryptophans 3a–j.a
![]() | ||||
Entry | Indole | Tryptophan | Time (h) | Yield (%)b |
1 |
![]() 1a |
![]() 3a |
24 | 70 |
2 |
![]() 1b |
![]() 3b |
16 | 74 |
3 |
![]() 1c |
![]() 3c |
48 | 53 |
4 |
![]() 1d |
![]() 3d |
72 | NR |
5 |
![]() 1e |
![]() 3e |
72 | NR |
6 |
![]() 1f |
![]() 3f |
72 | 11 |
7 |
![]() 1g |
![]() 3g |
72 | NR |
8 |
![]() 1h |
![]() 3h |
24 | 67 |
9 |
![]() 1i |
![]() 3i |
48 | 51 |
10c |
![]() 1a |
![]() 3j |
24 | 48 |
aReaction Conditions: 1a–i (0.25 mmol), 2a (0.3 mmol), EtAlCl2 (0.5 mmol), CH2Cl2 (2.5 mL), rt. bYields of the isolated products after column chromatography. cMethyl 2-phthalimidoacrylate (2b) was used. NR, no reaction.