Thallium in organic synthesis: XLIV. Electrophilic thallation of electron-rich arenes

EC Taylor, AH Katz, SI Alvarado, A McKillop

Index: Taylor, Edward C.; Katz, Alan H.; Alvarado, Sergio I.; McKillop, Alexander Journal of Organometallic Chemistry, 1985 , vol. 285, p. C9 - C12

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Abstract

The dual processes of electrophilic aromatic thallation, followed by replace- ment of the resulting thallium substituent by anions, olefins, arenes, or cations, represents a versatile methodology for controlled aromatic substitution [ 21. A notable limitation to date, however, is the susceptibility of electron-rich arenes to oxidative dimerization under normal thallation conditions; ie, thallium tris(trifluoroacetate) (TTFA) in trifluoroacetic acid (TFA) [3,4]. We describe in this paper a ...