Palladium catalysts Negishi reaction

Cross-coupling reactions 5-alkenylboron boron compounds, 9, 208 with alkenylpalladium(II) complexes, 8, 280 5-alkylboron boron, 9, 206 in alkyne C-H activations, 10, 157 5-alkynylboron compounds, 9, 212 5-allylboron compounds, 9, 212 allystannanes, 3, 840 for aryl and alkenyl ethers via copper catalysts, 10, 650 via palladium catalysts, 10, 654 5-arylboron boron compounds, 9, 208 with bis(alkoxide)titanium alkyne complexes, 4, 276 carbonyls and imines, 11, 66 in catalytic C-F activation, 1, 737, 1, 748 for C-C bond formation Cadiot-Chodkiewicz reaction, 11, 19 Hiyama reaction, 11, 23 Kumada-Tamao-Corriu reaction, 11, 20 via Migita-Kosugi-Stille reaction, 11, 12 Negishi coupling, 11, 27 overview, 11, 1-37 via Suzuki-Miyaura reaction, 11, 2 terminal alkyne reactions, 11, 15 for C-H activation, 10, 116-117 for C-N bonds via amination, 10, 706 diborons, 9, 167... 

The arylzinc compounds prepared in DMF can also be used in the palladium catalysed Negishi coupling reaction and the reaction of the arylzinc with iodobenzene in the presence of palladium catalyst gave the corresponding biarylcarboxylated in 53% yield [59] (Scheme 5.39). 

As in the case of the Negishi reaction, quinolinyl moiety can be incorporated in the Suzuki reaction either by using substituted quinoline halides or by the use of quinolinylborane complexes. Quinolinylborane reagents can be generally prepared in situ by the Miyuara reaction. Treatment of quinoline bromides or iodides with diboron compounds in the presence of palladium catalyst provides quinolinylboranes in good yields. Subsequent reaction with aryl bromides affords the corresponding substituted quinolines. On the... 

Transition-metal catalysts play an ever-increasing and important role in modem chemistry [3]. Numerous transition-metal-catalyzed coupling reactions have been developed and applied in the total synthesis of natural products, such as the Suzuki reaction, the Negishi reaction, the Heck reaction, and many others [4]. Interestingly, the power of transition-metal catalysts is even more visible in the area of domino reactions, where terms such as palladium walking show the value of transition metals in bond formations. 

Knochel showed that 2-thiazolylzinc species 42 cross-coupled with aromatic or aliphatic electrophiles to give the corresponding products 43 and 44, respectively, in the presence of copper and palladium catalysts. 2,4-Dibromothiazole has been used as halide in Negishi reactions the crosscoupling took place selectively in the 2-position in 50-62% yield. The formation of zinc species in the 5-position of thiazole can also be prepared if the 2-position was protected with a trimethylsilyl group as in 45 before the organozinc derivative 46 was formed in the 5-position. The subsequent... 

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