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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 2
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Original Articles

A General Uncatalyzed Method for the Synthesis of O-Silylated Oximes

Margarita Ortiz-Marciales Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA; Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, 00791, USACorrespondence[email protected]
,
Melvin De Jesús Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
,
Dyliana Figueroa Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
,
Jesús Hernández Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
,
Leslie Vázquez Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
,
Rafael Vega Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
,
Eduardo M. Morales Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
&
José A. López Department of Chemistry, University of Puerto Rico, CUH Station, Humacao, PR, USA
 show all
Pages 311-323 | Received 22 Feb 2002, Published online: 21 Aug 2006
 
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Abstract

Aldoximes and ketoximes were smoothly and efficiently O-silylated at room temperature with diverse chlorosilanes such as TMSCl, TBSCl, or TIPSCl in dichloromethane or THF, using imidazole as a base to trap the generated hydrochloric acid.

Acknowledgments

This work was supported by the National Institute of Health, MBRS Program Grant (GM 08216) and AREA Grant (GM 59829). ONR and NSF-AMP undergraduate's support is also gratefully acknowledged. We thank Mr. José Martínez (University of Puerto Rico, Río Piedras) for obtaining the NMR spectra.

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