Synthesis 2001(6): 0919-0923
DOI: 10.1055/s-2001-13416
PAPER
© Georg Thieme Verlag Stuttgart · New York

The First Intramolecular Friedel-Crafts Reaction of Baylis-Hillman Adducts: Synthesis of Functionalized Indene and Indane Derivatives

Deevi Basavaiah*, Manickam Bakthadoss, Gone Jayapal Reddy
School of Chemistry, University of Hyderabad, Hyderabad - 500 046, India
Fax: +91(40)3012460; e-Mail: dbsc@uohyd.ernet.in;
Further Information

Publication History

Received 2 November 2000
Publication Date:
15 October 2004 (online)

Abstract

The first intramolecular Friedel-Crafts reaction of the Baylis-Hillman adducts using P2O5 leading to the formation of functionalized indene derivatives and subsequent hydrogenation providing indane derivatives have been described.

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Other reagents, e. g., p-TsOH and TiCl4 provided the required indene derivative in trace amounts only.