Issue 23, 2011

Solvent controlled mechanistic dichotomy in a Au(iii)-catalyzed, heterocyclization triggered, Nazarov reaction

Abstract

Tandem Au(III)-catalyzed heterocyclization/Nazarov cyclizations leading to substituted carbocycle fused furans are described. An interesting dichotomy of reaction pathways as a function of solvent, confirmed by the isolation and trapping of reaction intermediates, provided a basis for computational studies that supported the experimental findings.

Graphical abstract: Solvent controlled mechanistic dichotomy in a Au(iii)-catalyzed, heterocyclization triggered, Nazarov reaction

Supplementary files

Article information

Article type
Communication
Submitted
16 Feb 2011
Accepted
15 Apr 2011
First published
10 May 2011

Chem. Commun., 2011,47, 6707-6709

Solvent controlled mechanistic dichotomy in a Au(III)-catalyzed, heterocyclization triggered, Nazarov reaction

M. E. Krafft, D. V. Vidhani, J. W. Cran and M. Manoharan, Chem. Commun., 2011, 47, 6707 DOI: 10.1039/C1CC10920K

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