Pt- and Au-catalyzed oxidative cyclization of 2-ethenyl-1-(prop-2'-yn-1'-ol)benzenes to naphthyl aldehydes and ketones: catalytic oxidation of metal-alkylidene intermediates using H2O and H2O2

Bhanu Pratap Taduri; Shariar Md Abu Sohel; Hsin-Mei Cheng; Guan-You Lin; Rai-Shung Liu

doi:10.1039/b700659d

Pt- and Au-catalyzed oxidative cyclization of 2-ethenyl-1-(prop-2'-yn-1'-ol)benzenes to naphthyl aldehydes and ketones: catalytic oxidation of metal-alkylidene intermediates using H2O and H2O2

Chem Commun (Camb). 2007 Jun 28:(24):2530-2. doi: 10.1039/b700659d. Epub 2007 Mar 20.

Authors

Bhanu Pratap Taduri¹, Shariar Md Abu Sohel, Hsin-Mei Cheng, Guan-You Lin, Rai-Shung Liu

Affiliation

¹ Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.

PMID: 17563819
DOI: 10.1039/b700659d

Abstract

2-Ethenyl-1-(prop-2'-yn-1'-ol)benzenes was cyclized through catalytic oxidation with PtCl(2)/CO/H(2)O and PEt(3)AuCl/H(2)O(2); the metal-naphthylidene intermediates were identified and oxygenated with water and H(2)O(2), respectively; for the efficiency of cyclization, the Au catalytic system is superior to that of the PtCl(2)-catalysis because of its compatibility toward diverse alcohol substrates including both internal alkynes and terminal alkynes.