Practical synthesis of 7-prenylindole.
7-Prenylindole is a useful building block for natural product and natural product analogue synthesis. While there have been several past syntheses of 7-prenylindole, none of them is very practical for its preparation on scale. Using an aza-Claisen rearrangement as the key step, 7-prenylindole has been prepared in four steps from indoline in 62% overall yield.
Xiong
Xin
X
Department of Chemistry, University of California, Riverside, CA 92521, USA.
Pirrung
Michael C
MC
D007211:Indoles / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry
D007211:Indoles