posted on 2007-09-13, 00:00authored byEthan D. Goddard-Borger, Robert V. Stick
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.