AuCl3 -Catalyzed Ring-Closing Carbonyl-Olefin Metathesis

Chemistry. 2020 Feb 11;26(9):1941-1946. doi: 10.1002/chem.201905199. Epub 2020 Jan 30.

Abstract

Compared with the ripeness of olefin metathesis, exploration of the construction of carbon-carbon double bonds through the catalytic carbonyl-olefin metathesis reaction remains stagnant and has received scant attention. Herein, a highly efficient AuCl3 -catalyzed intramolecular ring-closing carbonyl-olefin metathesis reaction is described. This method features easily accessible starting materials, simple operation, good functional-group tolerance and short reaction times, and provides the target cyclopentenes, polycycles, benzocarbocycles, and N-heterocycle derivatives in good to excellent yields.

Keywords: benzocarbocycles; gold catalysis; heterocycles; metathesis; organic synthesis.