1-Trimethylacetyl derivatives 9 and 10 of 3-(2-butenyl)indole 7 and 3-(3-methyl-2-butenyl)indole 8 were regioselectively cyclized at the 4-position of indole nucleus.In the biosynthesis of ergot alkaloids 3, a prenyl group is first introduced at 4-position of tryptophan as shown in the scheme(l).Although many attempts to introduce a such substituent at the position of indole nucleus have been studied for a long time, no successful method has been reported except a few cases(2,3).

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