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24
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70450210179
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note
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For full experimental details see Supporting Information.
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25
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67650566611
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Selected Negishi couplings of aryl halides with alkylzinc reagents: (a)
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Selected Negishi couplings of aryl halides with alkylzinc reagents: (a) Han, C.; Buchwald, S. L. J. Am. Chem. Soc. 2009, 131, 7532.
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(b) Manolikakes, G.; Schade, M. A.; Muñoz Hernandez, C.; Mayr, H.; Knochel, P. Org. Lett. 2008, 10, 2765.
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Knochel, P.5
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Burgos, C. H.; Barder, T. E.; Huang, X.; Buchwald, S. L. Angew. Chem., Int. Ed. 2006, 45, 4321.
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Burgos, C.H.1
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Buchwald, S.L.4
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70450213073
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note
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In contrast to ArBr, vinyl bromides did not give rise to the corresponding carboxylic acids; furthermore, ArI, ArCl, and ArOTf were found to be less efficient. See ref 9 for more details.
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29
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20544450502
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For an excellent review of organozinc reagents, see: Wiley: Weinheim
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For an excellent review of organozinc reagents, see: Knochel, P.; Calaza, M. I.; Hupe, E. Metal-Catalyzed Cross-Coupling Reactions; Wiley: Weinheim, 2004; pp 619-670.
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Metal-Catalyzed Cross-Coupling Reactions
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Knochel, P.1
Calaza, M.I.2
Hupe, E.3
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0346910608
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2 into a Pd-aryl bond, see: also see ref 4f
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2 into a Pd-aryl bond, see: Sugimoto, H.; Kawata, I.; Taniguchi, H.; Fujiwara, Y. J. Organomet. Chem. 1984, 266 (3), C44; also see ref 4f.
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31
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70450213072
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note
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As the reaction is best performed in DMF or DMA, we can not rule out the intermediacy of palladium cationic complexes A′ as well.
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32
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70450216313
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note
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Compound 3 does not come from decarboxylation of 2a. See ref 9.
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