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
Full Text: HTML
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 ...
Related Articles:
N-methylanilines from benzylic azides
[Lopez, Francisco J.; Nitzan, Dov Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2071 - 2074]
Highly specific N-monomethylation of primary aromatic amines
[Le Pera, Adolfo; Leggio, Antonella; Liguori, Angelo Tetrahedron, 2006 , vol. 62, # 25 p. 6100 - 6106]
THE SYNTHESIS AND THE CHARACTERIZATION OF MONOMETHYL-AND DIMETHYLINDOLES
[Bisarya; Rao Synthetic Communications, 1992 , vol. 22, # 22 p. 3305 - 3313]
THE SYNTHESIS AND THE CHARACTERIZATION OF MONOMETHYL-AND DIMETHYLINDOLES
[Bisarya; Rao Synthetic Communications, 1992 , vol. 22, # 22 p. 3305 - 3313]
A facile protocol for the synthesis of mono-N-methyl anilines via formimidate intermediates
[Tetrahedron, , vol. 66, # 35 p. 7142 - 7148]