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Synlett 2013; 24(4): 487-490
DOI: 10.1055/s-0032-1318146
DOI: 10.1055/s-0032-1318146
letter
One-Pot Access to Cinnamates via Direct Oxidative C–H Transformation of Allylarenes
Further Information
Publication History
Received: 14 December 2012
Accepted after revision: 10 January 2013
Publication Date:
25 January 2013 (online)


Abstract
A highly selective combination of ruthenium complex and oxidant, which catalyzes the oxidative C–H esterification of allylarenes to the corresponding bis-(E)-cinnamates and (E)-cinnamates, is described. The one-pot route was carried out by olefinic migration of allylarenes with RuCl2(PPh3)3 and DDQ-mediated allylic oxidation of the resulting internal alkenes with various alcohols in good yields.