Organic Chemistry Portal

Abstracts

Search:

Cationic Cyclizations and Rearrangements Promoted by a Heterogeneous Gold Catalyst

Tulaza Vaidya, Ryan Cheng, Peter N. Carlsen, Alison J. Frontier* and Richard Eisenberg

*Department of Chemistry, University of Rochester, Rochester, New York 14627-0216, United States, Email: frontierchem.rochester.edu

T. Vaidya, R. Cheng, P. N. Carlsen, A. J. Frontier, R. Eisenberg, Org. Lett., 2014, 16, 800-803.

DOI: 10.1021/ol403542k (free Supporting Information)


see article for more reactions

Abstract

Low loadings of a robust and recyclable heterogeneous gold catalyst with remarkable activity for promoting the electrophilic reactions of aryl vinyl ketones and aryl dienyl ketones enable different types of cationic reactions, including Nazarov cyclizations, lactonizations, and [1,2] shifts.

see article for more examples



A General Method for the Catalytic Nazarov Cyclization of Heteroaromatic Compounds

J. A. Malona, J. M. Colbourne, A. J. Frontier, Org. Lett., 2006, 8, 5661-5664.


Key Words

Nazarov cyclization


ID: J54-Y2014