Molecules 2009, 14(8), 3030-3036; doi:10.3390/molecules14083030
Article

Asymmetric Friedel-Crafts Alkylation of Indole with Chalcones Catalyzed by Chiral Phosphoric Acids

1email, 2email and 1,* email
Received: 22 July 2009; in revised form: 6 August 2009 / Accepted: 10 August 2009 / Published: 13 August 2009
(This article belongs to the Special Issue Asymmetric Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The reaction of indole with chalcones, to give Michael-type adducts, was found to occur with good efficiency (up to 98% yield) and moderate enantioselectivity (up to 52% e.e.) in the presence of a chiral BINOL-based phosphoric acid. Furthermore, the alkylation products can be obtained in much higher e.e.s after one only crystallization.
Keywords: asymmetric Friedel-Crafts; indole; chiral phosphoric acids
PDF Full-text Download PDF Full-Text [292 KB, uploaded 18 June 2014 19:29 CEST]

Export to BibTeX |
EndNote


MDPI and ACS Style

Scettri, A.; Villano, R.; Acocella, M.R. Asymmetric Friedel-Crafts Alkylation of Indole with Chalcones Catalyzed by Chiral Phosphoric Acids. Molecules 2009, 14, 3030-3036.

AMA Style

Scettri A, Villano R, Acocella MR. Asymmetric Friedel-Crafts Alkylation of Indole with Chalcones Catalyzed by Chiral Phosphoric Acids. Molecules. 2009; 14(8):3030-3036.

Chicago/Turabian Style

Scettri, Arrigo; Villano, Rosaria; Acocella, Maria R. 2009. "Asymmetric Friedel-Crafts Alkylation of Indole with Chalcones Catalyzed by Chiral Phosphoric Acids." Molecules 14, no. 8: 3030-3036.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert