Issue 47, 2012

Cyanative self-condensation of aromatic aldehydes promoted by VO(OiPr)3–Lewis base as a cooperative catalyst

Abstract

Self-condensation of aromatic aldehydes with trimethylsilyl cyanide proceeded by the cooperative catalytic effect of VO(OiPr)3 and a Lewis base to give the corresponding O-acylated cyanohydrins. The reaction conversion and selectivity were strongly dependent on the solvent used, the Lewis base, and the presence of oxygen. All the nine kinds of aromatic aldehydes considered herein afforded the O-acylated cyanohydrins with excellent selectivity under an O2 atmosphere.

Graphical abstract: Cyanative self-condensation of aromatic aldehydes promoted by VO(OiPr)3–Lewis base as a cooperative catalyst

Supplementary files

Article information

Article type
Paper
Submitted
15 Sep 2012
Accepted
16 Oct 2012
First published
17 Oct 2012

Org. Biomol. Chem., 2012,10, 9440-9446

Cyanative self-condensation of aromatic aldehydes promoted by VO(OiPr)3–Lewis base as a cooperative catalyst

K. Kodama, H. Kawamata, N. Takahashi and T. Hirose, Org. Biomol. Chem., 2012, 10, 9440 DOI: 10.1039/C2OB26811F

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