Je. Macor et K. Ryan, A SHORT SYNTHESIS OF A CONFORMATIONALLY RESTRICTED ANALOG OF THE NEUROTRANSMITTER SEROTONIN WITH REDUCED BASICITY, Heterocycles, 37(3), 1994, pp. 1447-1450
The synthesis of a less basic, conformationally restricted analog of s
erotonin is described [2-(5-methoxyindol-3-ylmethyl)imidazole (1)). Th
e crucial carbon-carbon bond formation step in this synthesis involves
the attack of a 2-lithioimidazole anion on an indole-3-carboxaldehyde
derivative.