Aryltitanium species through the reaction of N, N-dialkylarylamines with TiCl4: Oxidative coupling, N-dealkylation, and reaction with electrophiles

M Periasamy, KN Jayakumar…

Index: Periasamy, Mariappan; Jayakumar, K. Natarajan; Bharathi, Pandi Journal of Organic Chemistry, 2000 , vol. 65, # 11 p. 3548 - 3550

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Citation Number: 50

Abstract

In alliance with tertiary amines, TiCl4 is well-known to mediate aldol type condensation reactions1 and oxidative coupling of certain ester enolates. 2 Recently, it was observed in this laboratory that the TiCl4/Et3N reagent system is useful for the oxidative coupling of aryl methyl ketimines to 2, 5-diarylpyrroles3a and for the direct metalation of 1-alkynes. 3b Also, it was observed that trialkylamines are oxidized to iminium ions by TiCl4 with concomitant ...