Tetrahedron

Peri-Directed 7-Substitution In η 6-Indoletricarbonylchromium (O) Complexes

NF Masters, N Mathews, G Nechvatal, DA Widdowson

Index: Masters, N. F.; Mathews, N.; Nechvatal, G.; Widdowson, D. A. Tetrahedron, 1989 , vol. 45, # 18 p. 5955 - 5970

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Citation Number: 34

Abstract

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 ...

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