Azide and cyanide displacements via hypervalent silicate intermediates

…, P DeShong, DA Favor, R Hirschmann…

文献索引：Soli, Eric D.; Manoso, Amy S.; Patterson, Michael C.; DeShong, Philip; Favor, David A.; Hirschmann, Ralph; Smith III, Amos B. Journal of Organic Chemistry, 1999 , vol. 64, # 9 p. 3171 - 3177

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被引用次数: 142

摘要

Hypervalent azido-and cyanosilicate derivatives, prepared in situ by the reaction of trimethylsilyl azide or trimethylsilyl cyanide, respectively, with tetrabutylammonium fluoride, are effective sources of nucleophilic azide or cyanide. Primary and secondary alkyl halides and sulfonates undergo rapid and efficient azide or cyanide displacement in the absence of phase transfer catalysts with the silicate derivatives. Application of these reagents to the ...