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Highly Efficient Cross-Dehydrogenative-Coupling between Ethers and Active Methylene Compounds


  • We are grateful to the Canada Research Chair (Tier I) foundation (to C.-J.L.), the NSERC, and the NSF-EPA joint program for a Sustainable Environment for support of our research. Y.Z. thanks McGill University for their hospitality during the aftermath of Hurricane Katrina and Z. Li, L. Zhao, and X. Yao (at McGill University) for their help with NMR spectroscopic and HRMS analysis.


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An unlikely couple: C[BOND]C bonds can be formed between ethers and methylene compounds by cross-dehydrogenative-coupling (see scheme; DDQ=2,3-dichloro-5,6-dicyanobenzoquinone). This straightforward reaction employs mild conditions and simple catalysts and allows reasonably high yields.