Abstract
The chemistry of biodynamic fluorine containing indole and allied derivatives has aroused great interest in the field of medicine and biochemistry. 2-(Fluoroaryl)-indoles have been prepared by Fischer indole synthesis. Treatment of 2-(Fluoroaryl)-indoles with oxalyl chloride in dry ether at O°C afforded 3-indolyl glyoxalyl chlorides, which in turn with secondary amine gave 3-indolyl glyoxamides. Treatment of 3-indolyl glyoxamides with diethylaminosulphur trifluoride (DAST) in chloroform at 0°C for 24–30 hours gave 3-indolyl-β,β-difluoroethanamides, while after prolonged reaction time (25–30 days) furnished 3-indolyl-α,α,β,β-tetrafluorotryptamines in good yield. ▪
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