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Paper | Special issue | Vol 84, No. 2, 2012, pp.1013-1021
Published online, 11th August, 2011
DOI: 10.3987/COM-11-S(P)79
Alkyne-Acetal Cyclisation Reactions Mediated by Formic Acid; 3-Acylated-2,5-dihydrofurans and Related Oxygen and Nitrogen Heterocycles

James D. Cuthbertson, Andrew A. Godfrey, William P. Unsworth, and Richard J. K. Taylor*

*Department of Chemistry, University of York, Heslington, York YO10 5DD, U.K.

Abstract

The utility of formic acid for the cyclisation of alkyne ω-acetals is described; the scope and limitations of this process are outlined and a range of acylated heterocyclic building blocks (2,5-dihydrofurans, 2,5-dihydro-1H-pyrroles, tetrahydropyridines, 2H-chromenes, 1,2-dihydroquinolines and benzoxepin-5(2H)-ones) are reported.