4-Nitrophenyltriflate and 4-nitrophenylnonaflate as new perfluoroalkanesulfonyl transfer agents: experimental and computational studies

L Neuville, A Bigot, ME Tran Huu Dau…

Index: Neuville, Luc; Bigot, Antony; Tran Huu Dau, Marie Elise; Zhu, Jieping Journal of Organic Chemistry, 1999 , vol. 64, # 20 p. 7638 - 7642

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Citation Number: 40

Abstract

Nucleophilic displacement at the sp3 carbon of an alkyl perfluoroalkanesulfonate1 has found numerous applications in organic synthesis. The discovery of transitionmetal- catalyzed cross-coupling reactions2 of aryl and vinyl triflates with different organometallic reagents as well as with nitrogen-and oxygen-centered nucleophiles3 has broadened considerably the application scope of triflates as these reactions deal with the sp2 carbon ...