An efficient catalytic cyclization of β-nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting β-nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.
Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant / F. Ferretti, M.A. El Atawy, S. Muto, M. Hagar, E. Gallo, F. Ragaini. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2015:26(2015 Sep), pp. 5712-5715. [10.1002/ejoc.201500933]
Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant
F. FerrettiPrimo
;M.A. El AtawySecondo
;M. Hagar;E. GalloPenultimo
;F. Ragaini
2015
Abstract
An efficient catalytic cyclization of β-nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting β-nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.
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Nitrostireni com.pdf
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Ragaini Nitrostyrenes EurJOC postprint.pdf
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