One-pot synthesis of unsymmetrical triarylamines from aniline precursors

Citation
Mc. Harris et Sl. Buchwald, One-pot synthesis of unsymmetrical triarylamines from aniline precursors, J ORG CHEM, 65(17), 2000, pp. 5327-5333
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
17
Year of publication
2000
Pages
5327 - 5333
Database
ISI
SICI code
0022-3263(20000825)65:17<5327:OSOUTF>2.0.ZU;2-F
Abstract
The "one-pot" synthesis of triarylamines from an aniline and two different aryl halides is described. A catalytic system composed of Pd-2(dba)(3)/P(t- Bu)(2)-o-biphenyl (1) is used to prepare a variety of triarylamines in a si ngle flask by the coupling of an aniline with an aryl bromide and aryl chlo ride. The synthesis of triarylamines containing a heterocyclic aryl group i s also described by employing a one-flask, two-step method. These methods c an be used to synthesize both discrete triarylamines and a triarylamine lib rary.