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Anhydrous Hydration of Nitriles to Amides using Aldoximes as the Water Source

Jinwoo Lee, Min Kim, Sukbok Chang* and Hee-Yoon Lee*

*Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea, Email: leeheeyoonkaist.ac.kr, sbchangkaist.ac.kr

J. Lee, M. Kim., S. Chang, H.-Y. Lee, Org. Lett., 2009, 11, 5598-5601.

DOI: 10.1021/ol902309z


Abstract

The use of acetaldoxime as the water source in the presence of a Rh catalyst allows the conversion of various nitriles to amides under neutral and anhydrous conditions. The reaction displays excellent compatibility with acid or base labile and hydrolytically labile functional groups.

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Key Words

Amides


ID: J54-Y2009-3600