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钯(II)催化含酚苯乙烯的有氧氢烷氧基化反应

Palladium(II)-catalyzed aerobic hydroalkoxylation of styrenes containing a phenol.

作者信息

Gligorich Keith M, Schultz Mitchell J, Sigman Matthew S

机构信息

Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, UT 84112-0850, USA.

出版信息

J Am Chem Soc. 2006 Mar 8;128(9):2794-5. doi: 10.1021/ja0585533.

Abstract

An intermolecular Pd-catalyzed hydroalkoxylation of styrenes that contain a phenol is presented. The reaction can be performed on terminal, disubstituted, and trisubstituted olefins in a variety of alcoholic solvents. Initial mechanistic data suggest a mechanism that involves oxidation of the alcoholic solvent to provide a Pd-hydride that inserts into an olefin. This is followed by formation of a quinone methide and subsequent addition of an alcohol to yield the hydroalkoxylated product.

摘要

本文介绍了一种分子间钯催化的含酚苯乙烯的氢烷氧基化反应。该反应可以在多种醇类溶剂中,对末端、二取代和三取代烯烃进行。初步的机理数据表明,其反应机理涉及醇类溶剂的氧化以生成钯氢化物,该钯氢化物插入烯烃中。随后形成醌甲基化物,接着醇加成生成氢烷氧基化产物。

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