synthesis and catalytic functionalization of biologically active indoles

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Table 3. Sulfonylation of 5-amino-3-[2-(diethylamino)ethoxy]indoles
with different sulfonyl chlorides.
[a] Isolated yield based on the indole. [b] Reaction conditions: Indole
derivative (1 mmol), arylsulfonyl chloride (1 mmol), triethylamine
(5 mL), 40 °C, 24 h. [c] Reaction conditions: Indole derivative
(1 mmol), arylsulfonyl chloride (3 mmol), Cs 2CO 3 (2 mmol), solvent:
CH 2Cl 2 (10 mL), 40 °C, 24 h. [d] Reaction conditions: Indole
derivative (0.1 mmol), methylamine in 10 mL of ethanol (33%),
room temp., 24 h. [e] Reaction conditions: indole derivative
(0.5 mmol), sulfonyl chloride (0.5 mmol), NaHCO 3 (2 equiv.), solvent:
acetonitrile (5 mL), room temp., 15 h. [f] Reaction conditions:
indole derivative (0.5 mmol), 140 °C, 3 h.
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Table 4. Sulfonylation of 5-amino-3-(silyloxy)indoles. [a]
M. Beller et al.
[a] Reaction conditions: Indole derivative (1 mmol), arylsulfonyl
chloride (1 mmol), triethylamine (5 mL), 40 °C, 2 h. [b] Isolated
yield based on the indole.
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