Selective reactions of azide-substituted. alpha.-diazo amides with olefins and alcohols using rhodium (II) catalysts

A Jeganathan, SK Richardson, RS Mani…

Index: Jeganathan, Alwarsamy; Richardson, Steward K.; Mani, Rajarathnam S.; Haley, Boyd E.; Watt, David S. Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5362 - 5367

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Citation Number: 19

Abstract

The synthesis and addition of azide-substituted a-diazo amides such as N-(4-azidophenyl)-a- diazoacetamide and N-(4-azido-2-hydroxyhenyl)-a-diazoacetamide to olefins and alcohols using either rhodium (I1) acetate or preferably rhodium (I1) 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 ...