Regiocontrolled Synthesis of Carbocycle-Fused Indoles via Arylation of Silyl Enol Ethers with o-Nitrophenylphenyliodonium Fluoride
- 15 July 1999
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 1 (4) , 673-676
- https://doi.org/10.1021/ol990759j
Abstract
A new, regiocontrolled synthesis of carbocycle-fused indoles has been developed. The two-step procedure involves first the regiospecific arylation of silyl enol ethers with o-nitrophenylphenyliodonium fluoride (1). Reduction of the nitro group on the aromatic ring with TiCl3 followed by spontaneous condensation of the aniline with the ketone then affords the indole products.Keywords
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