Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B (O3SCF3) 3)

GA Olah, A Orlinkov, AB Oxyzoglou…

Index: Olah, George A.; Orlinkov, Alexander; Oxyzoglou, Alexandros B.; Prakash, G. k. Surya Journal of Organic Chemistry, 1995 , vol. 60, # 22 p. 7348 - 7350

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Citation Number: 30

Abstract

The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid. For example pentafluorobenzene gave pentafluoronitrobenzene in 99% yield, nitrobenzene to m-dinitrobenzene in 92% selectivity with 85% overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78% isolated yield. Thus the new nitrating system gives high ...