Synthesis of Dendridine A

Structure of Dendridine A

C20H20Br2N4O2

Principal investigatorJonathan Sperry
Publication year2015
Synthesis typeTotal
Number of steps 6 (linear)
References
Org. Lett. 2015, 17, 1344.
Part 1 of 1
intermediate structure
NBS
DMF
RT, 2 h, 88%
intermediate structure
  1. HCl , NaNO2
  2. SnCl2.2H2O
H2O
-40 °C to RT, 3.5 h, 56%
intermediate structure
Special reagent
AcOH
EtOH, H2O
70 °C, 65 min, 45%
See the Fischer Indole Synthesis
intermediate structure
TiCl4, MoCl5
CH2Cl2
0 °C, 90 min, 32%
See the Scholl Reaction
intermediate structure
AlCl3
CH2Cl2
0 °C, 50 min, 93%
intermediate structure
HCl
H2O, MeOH
Reflux, 48 h, 27%
intermediate structure
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