The reaction of 2-trimethylsilylmethylanilides and esters in basic medium provides a new general method for the synthesis of indoles. The advantages of this method are the mild reaction conditions (-10-0°C), the ready availability of the starting materials and the use of a non-nucleophilic base (lithium 2,2,6,6-tetramethylpiperidide) to promote cyclisation.
A New Approach to the Synthesis of 2-Substituted Indoles: Reaction of Dimetallated ortho-Trimethylsilyl Methylanilides with Esters
BARTOLI, Giuseppe;PALMIERI, Gianni;PETRINI, Marino;
1990-01-01
Abstract
The reaction of 2-trimethylsilylmethylanilides and esters in basic medium provides a new general method for the synthesis of indoles. The advantages of this method are the mild reaction conditions (-10-0°C), the ready availability of the starting materials and the use of a non-nucleophilic base (lithium 2,2,6,6-tetramethylpiperidide) to promote cyclisation.File in questo prodotto:
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