7-Substituted indoles were prepared by the lithiation-electrophilic quenching of 1-methyl-, 1- methoxymethyl-, and 1-(2-trimethylsilylethoxymethyl) indoletricarbonylchromium (O) complexes. C-2 of the 1-methylindole series had to be blocked to achieve subsequent7-(and 4-) metallation, but the other series could be directly metallated at C-7 without attack at C-4 by 1-alkoxymethyl directed lithiation. Metallation at C-2 in the 1-alkoxymethyl series was ...
