From Alcohols to Indoles: A Tandem Ru Catalyzed Hydrogen-Transfer Fischer Indole Synthesis
Andrea Porcheddu*, Manuel G. Mura, Lidia De Luca, Marianna Pizzetti and Maurizio Taddei
*Dipartimento di Chimica e Farmacia, Università degli Studi
di Sassari, via Vienna 2, 07100 Sassari, Italy, Email: anpo
uniss.it
A. Porcheddu, M. G. Mura, L. De Luca, M. Pizzetti, M. Taddei, Org. Lett., 2012, 14, 6112-6115.
DOI: 10.1021/ol3030956
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Abstract
In a new version of the Fischer indole synthesis, primary and secondary alcohols have been catalytically oxidized in the presence of phenylhydrazines and Lewis acids to give the corresponding indoles in one step. The use of alcohols instead of aldehydes or ketones broadens the scope of available starting materials and offers easy handling and safety.
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Key Words
Fischer Indole Synthesis, Indoles, Crotononitrile, Microwave Synthesis
ID: J54-Y2012-3810
