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59949088378
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Using Ni(acac)2 (2 mol %)/bipyridine 3 mol , some substrates could be coupled at elevated temperature with similar yields
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2 (2 mol %)/bipyridine (3 mol %), some substrates could be coupled at elevated temperature with similar yields.
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18
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3042654141
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(a) Walker, S. D.; Barder, T. E.; Martinelli, J. R.; Buchwald, S. L. Angew. Chem., Int. Ed. 2004, 43, 1871.
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22
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59949099799
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Other ligands tested gave lower yields
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(e) Other ligands tested gave lower yields.
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23
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59949099444
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a data, see http://www.chem.wisc.edu/areas/reich/pkatable/index.htmand references cited therein.
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a data, see http://www.chem.wisc.edu/areas/reich/pkatable/index.htmand references cited therein.
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0141645562
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However, for the coupling of 5-bromoindole (2j), the zinc reagents 1a and 1b had to be prepared by transmetalation from the corresponding magnesium reagents. Control experiments have revealed accelerated cross-coupling reactions in the presence of magnesium salts. For the preparation of organomagnesium reagents, see:(a) Knochel, P.; Gommermann, N.; Kneisel, F.; Kopp, F.; Korn, T.; Sapountzis, I.; Vu, V. A. Angew. Chem., Int. Ed. 2003, 42, 4302.
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However, for the coupling of 5-bromoindole (2j), the zinc reagents 1a and 1b had to be prepared by transmetalation from the corresponding magnesium reagents. Control experiments have revealed accelerated cross-coupling reactions in the presence of magnesium salts. For the preparation of organomagnesium reagents, see:(a) Knochel, P.; Gommermann, N.; Kneisel, F.; Kopp, F.; Korn, T.; Sapountzis, I.; Vu, V. A. Angew. Chem., Int. Ed. 2003, 42, 4302.
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(b) Krasovskiy, A.; Knochel, P. Angew. Chem., Int. Ed. 2004, 43, 3333.
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For the reactivity of 1,1-bimetallic species toward protonation, see also: Knochel, P.; Normant, J. F. Tetrahedron Lett. 1986, 27, 1043.
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(a) For the reactivity of 1,1-bimetallic species toward protonation, see also: Knochel, P.; Normant, J. F. Tetrahedron Lett. 1986, 27, 1043.
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