The synthesis and addition of azide-substituted a-diazo amides such as N-(4-azidophenyl)-a-diazoacetamide and N-(4-azido-2-hydroxyphenyl)-α-diazoacetamide to olefins and alcohols using either rhodium(II) acetate or preferably rhodium(II) pivalate provided cyclopropanecarboxamides and a-alkoxy amides, respectively, without disrupting the azide functionality. These azide-bearing a-diazo amides are potentially useful in the preparation of photoaffinity cross-linking reagents for studying the mechanism of action of natural products.
|Number of pages||6|
|Journal||Journal of Organic Chemistry|
|State||Published - 1986|
ASJC Scopus subject areas
- Organic Chemistry