An efficient, inexpensive, and shelf-stable diazotransfer reagent: imidazole-1-sulfonyl azide hydrochloride |
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Authors: | Goddard-Borger Ethan D Stick Robert V |
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Institution: | Chemistry M313, School of Biomedical, Biomolecular & Chemical Sciences, The University of Western Australia, Crawley WA 6009, Australia. goddae01@student.uea.edu.au |
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Abstract: | The design and synthesis of a new diazotransfer reagent, imidazole-1-sulfonyl azide hydrochloride, are reported. This reagent has proven to equal triflyl azide in its ability to act as a "diazo donor" in the conversion of both primary amines into azides and activated methylene substrates into diazo compounds. Crucially, this reagent can be prepared in a one-pot reaction on a large scale from inexpensive materials, is shelf-stable, and is conveniently crystalline. |
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