DDQ-Mediated Direct Cross-Dehydrogenative-Coupling (CDC) between Benzyl Ethers and Simple Ketones
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- 14 March 2006
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (13), 4242-4243
- https://doi.org/10.1021/ja060050p
Abstract
A direct Cross-Dehydrogenative-Coupling (CDC) between benzyl ethers and simple ketones was developed without using any metal catalyst. By using DDQ, various benzyl ethers and simples ketones were coupled together directly to form beta-alkoxyl ketones efficiently. A mechanism in which the DDQ serves the double roles of an oxidizing agent and an organomediator was proposed.Keywords
This publication has 18 references indexed in Scilit:
- Highly Efficient CuBr‐Catalyzed Cross‐Dehydrogenative Coupling (CDC) between Tetrahydroisoquinolines and Activated Methylene CompoundsEuropean Journal of Organic Chemistry, 2005
- Highly Efficient Copper-Catalyzed Nitro-Mannich Type Reaction: Cross-Dehydrogenative-Coupling between sp3 C−H Bond and sp3 C−H BondJournal of the American Chemical Society, 2005
- CuBr-Catalyzed Efficient Alkynylation of sp3 C−H Bonds Adjacent to a Nitrogen AtomJournal of the American Chemical Society, 2004
- News and ViewsPublished by Royal Society of Chemistry (RSC) ,2001
- A New and Versatile Allylic Alcohol Anion and Acyl β-Anion Equivalent for Three-Carbon HomologationsThe Journal of Organic Chemistry, 1997
- Synthetic Study of Selective Benzylic OxidationThe Journal of Organic Chemistry, 1997
- Silyl Ethers as Protective Groups for Alcohols: Oxidative Deprotection and Stability under Alcohol Oxidation ConditionsSynthesis, 1993
- Oxidation of allyl and benzyl ethers by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ)Canadian Journal of Chemistry, 1989
- A novel construction of the C ring of an aromatic steroid: new syntheses of equilenin and isoequileninJournal of the Chemical Society, Perkin Transactions 1, 1984
- Oxidation of Allylic Alcohols by 2,3-Dichloro-5,6-dicyanobenzoquinone in a Two-Phase SystemSynthesis, 1978