Synergistic effect of palladium and copper catalysts: catalytic cyclizative dimerization of ortho-(1-alkynyl)benzamides leading to axially chiral 1,3-butadienes

Bo Yao; Carole Jaccoud; Qian Wang; Jieping Zhu

doi:10.1002/chem.201200215

Synergistic effect of palladium and copper catalysts: catalytic cyclizative dimerization of ortho-(1-alkynyl)benzamides leading to axially chiral 1,3-butadienes

Chemistry. 2012 May 7;18(19):5864-8. doi: 10.1002/chem.201200215. Epub 2012 Apr 4.

Authors

Bo Yao¹, Carole Jaccoud, Qian Wang, Jieping Zhu

Affiliation

¹ Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015 Lausanne, Switzerland.

PMID: 22473925
DOI: 10.1002/chem.201200215

Abstract

Two is better than one: In the presence of Pd(OAc)(2) and Cu(OAc)(2), o-(1-alkynyl)benzamides 1 were converted into bis-iminobenzoisofurans with an axially chiral 1,3-diene 2 unit. The coexistence of both Pd and Cu catalysts was found to be essential for both the cyclizative dimerization process and for the observed unusual cyclization mode.