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33646501547
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Fairlamb, I. J. S., Ed.
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As emphasized by the recent publication of a special issue of Tetrahedron dedicated to the subject. Development and Application of Highly Active and Selective Palladium Catalysts; Fairlamb, I. J. S., Ed.; Tetrahedron 2005, 41, 4176-4211.
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6
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33646501974
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note
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IPr·HCl can be purchased from Strem or Aldrich.
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7
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33748621833
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For early references on Pd-catalyzed N-aryl amination, see: (a) Guram, A. S.; Rennels, R. A.; Buchwald, S. L. Angew. Chem., Int. Ed. Engl. 1995, 34, 1348-1350.
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For selected examples, see: (a) Stauffer, J. R.; Lee, S.; Stambuli, J. P.; Hauck, S. I.; Hartwig, J. F. Org. Lett. 2000, 2, 1423-1426.
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Negishi, E.-i., de Meijere, A., Eds.; Wiley: New York
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Hartwig, J.F.1
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33646526321
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note
-
tAm > KOMe ≈ NaOMe > NaOH ≈ KOH ≈ NaH.
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27
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33646519714
-
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note
-
Issues on catalyst decomposition are currently being investigated and will be reported in due course.
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28
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33646529686
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note
-
tBu, either it did not reach completion or it required extended time. Attempts to run α-ketone arylation reactions at lower temperature resulted in sluggish conversions.
-
-
-
-
44
-
-
37049069674
-
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(a) 3i was previously synthesized by thermolysis of benzoylbenzocycloheptene, see: Battye, P. J.; Jones, D. W. J. Chem. Soc., Perkin Trans. 1 1986, 8, 1479-1489.
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Jones, D.W.2
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45
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33646503937
-
-
note
-
(b) 3j has not been reported.
-
-
-
-
46
-
-
0033813484
-
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(c) 3k was previously synthesized by a Friedel-Craft/methylation sequence, see: Garcia-Garibay, M. A.; Shin, S.; Sanrame, C. N. Tetrahedron Lett. 2000, 56, 6729-6737.
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