First synthesis of 4-(arylsulfonyl)phenols by regioselective [3+3] cyclocondensations of 1,3-bis(silyloxy)-1,3-butadienes with 2-arylsulfonyl-3-ethoxy-2-en-1-ones

Abdolmajid Riahi; Mohanad Shkoor; Olumide Fatunsin; Mathias Lubbe; Helmut Reinke; Peter Langer

doi:10.1016/j.tetlet.2008.10.097

First synthesis of 4-(arylsulfonyl)phenols by regioselective [3+3] cyclocondensations of 1,3-bis(silyloxy)-1,3-butadienes with 2-arylsulfonyl-3-ethoxy-2-en-1-ones

Tetrahedron Lett. 2009 Jan 7;50(1):115-117. doi: 10.1016/j.tetlet.2008.10.097. Epub 2008 Nov 1.

Authors

Abdolmajid Riahi^{1

2}, Mohanad Shkoor¹, Olumide Fatunsin¹, Mathias Lubbe¹, Helmut Reinke¹, Peter Langer^{1

2}

Affiliations

¹ Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany.
² Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany.

Abstract

The formal [3+3] cyclization of 1,3-bis(silyloxy)-1,3-butadienes with readily available 2-arylsulfonyl-3-ethoxy-2-en-1-ones resulted in regioselective formation of 4-(arylsulfonyl)phenols.

Keywords: Arenes; Cyclizations; Regioselectivity; Silyl enol ethers; Sulfones.