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Molecules 2015, 20(4), 5276-5285; doi:10.3390/molecules20045276

Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave

Department of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USA
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Author to whom correspondence should be addressed.
Academic Editor: Fernando Albericio
Received: 13 February 2015 / Revised: 9 March 2015 / Accepted: 18 March 2015 / Published: 24 March 2015
(This article belongs to the Special Issue Organic Synthesis on Solid Phase)
View Full-Text   |   Download PDF [841 KB, uploaded 24 March 2015]   |  

Abstract

The translation of organometallic reactions into a microwave reactor has numerous advantages. Herein, we describe the application of a previously developed solid-supported Glaser-Hay reaction to microwave conditions. Overall, an array of diynes has been prepared demonstrating the ability to conduct chemoselective reactions in the microwave within 20 min compared to the 16 h thermal conditions. Moreover, non-microwave transparent alkynes have been found to react more quickly, preventing catalyst quenching, and resulting in higher yields. View Full-Text
Keywords: microwave irradiation; solid-support; Glaser-Hay microwave irradiation; solid-support; Glaser-Hay
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Lampkowski, J.S.; Maza, J.C.; Verma, S.; Young, D.D. Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave. Molecules 2015, 20, 5276-5285.

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