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

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...

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Main Authors: Jessica S. Lampkowski, Johnathan C. Maza, Sanjana Verma, Douglas D. Young
Format: Article
Language:English
Published: MDPI AG 2015-03-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/4/5276
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author Jessica S. Lampkowski
Johnathan C. Maza
Sanjana Verma
Douglas D. Young
author_facet Jessica S. Lampkowski
Johnathan C. Maza
Sanjana Verma
Douglas D. Young
author_sort Jessica S. Lampkowski
collection DOAJ
description 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.
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spelling doaj.art-a78cf71da7f744f080b4da1004e73e482022-12-22T01:45:40ZengMDPI AGMolecules1420-30492015-03-012045276528510.3390/molecules20045276molecules20045276Optimization of Solid-Supported Glaser-Hay Reactions in the MicrowaveJessica S. Lampkowski0Johnathan C. Maza1Sanjana Verma2Douglas D. Young3Department of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USAThe 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.http://www.mdpi.com/1420-3049/20/4/5276microwave irradiationsolid-supportGlaser-Hay
spellingShingle Jessica S. Lampkowski
Johnathan C. Maza
Sanjana Verma
Douglas D. Young
Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
Molecules
microwave irradiation
solid-support
Glaser-Hay
title Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
title_full Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
title_fullStr Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
title_full_unstemmed Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
title_short Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
title_sort optimization of solid supported glaser hay reactions in the microwave
topic microwave irradiation
solid-support
Glaser-Hay
url http://www.mdpi.com/1420-3049/20/4/5276
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