Synthesis

Nicotinoyl azide (NCA)-mediated Mitsunobu reaction: an expedient one-pot transformation of alcohols into azides

G Papeo, H Posteri, P Vianello, M Varasi

文献索引：Papeo, Gianluca; Posteri, Helena; Vianello, Paola; Varasi, Mario Synthesis, 2004 , # 17 p. 2886 - 2892

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被引用次数: 21

摘要

Our interest in using a cheap and easily accessible source of azide ion in Mitsunobu-type reactions, prompted us to test aroyl azides as reagents. We hoped that the Morrison-Brunn-Huisgen (MBH) betaine [19] (1, Scheme [1] ) would trigger the release of the nucleophile via formation of the oxyphosphonium ion intermediate (2, Scheme [1] ) which would undergo the classical S N 2 reaction with azide ion. Generation of the oxyphosphonium ions should, in ...