Negishi cross-coupling reactions bipyridine

In the area of organometallic chemistry, we begin with a procedure for the palladium-catalyzed animation of aryl halides and aryl triflates, illustrated by syntheses of N-HEXYL-2-METHYL-4-METHOXYANIUNE and N-METHYL-N-<4-CHLOROPHENYL)-ANILINE. The next procedure describes the synthesis of 1,2,3,4-TETRAHYDROCARBAZOLE by the palladium-catalyzed annulation of ketones with o-iodoaniline. Next, a procedure for the synthesis of 2,7-DIMETHYLNAPHTHALENE via the nickel-catalyzed coupling of aryl O-carbamates with Grignard reagents is presented. The fourth procedure in this section describes the synthesis of 5-METHYL-2,2 -BIPYRIDINE by a Negishi cross-coupling reaction... 

Bipyridines are readily prepared by cross-coupling reactions and the Negishi reaction is no exception [35]. Organozinc 99, prepared in standard fashion from 19, could be cross-coupled with 102 to generate 100. Triflate 102 was prepared from aminopyridine 101 via diazotization followed by formation of the triflate. 

---