" C] results in the immediate formation of a yellow-orange color. After 3-5 min at-100" C this solution is treated with various electrophiles (ammonium chloride, ethyl chloroformate, trimethylsilyl chloride) to give the products 4-6 in 6642% yield (Scheme I). Although we had hoped that the indole ring would retain its integrity in this reaction, it was clear from the IR and'H and 13C NMR spectra of the products 4-6 that an acetylenic functionality was ...
